Continuously updated synthesis method about 3-Bromophenylacetylene

According to the analysis of related databases, 766-81-4, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 766-81-4, name is 3-Bromophenylacetylene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 766-81-4

General procedure: Step1: A mixture of Zn (3 mmol, 196.1 mg, activated by washing with dilute HCl) MeI(6 mmol, 851.6 mg) or EtI (6 mmol, 935.8 mg), phenylacetylene (2 mmol, 204.3mg) and NMP(0.5 mL) was stirred at room temperature until Zn disappeared (~ 2 h). Step 2 CH2Cl2(5 mL) and alpha-ketoneester (0.5 mmol) (oran aldehyde ) wereadded to the mixture of step 1 and the reaction was allowed to proceed at room temperature. After stirredfor ~12 h, the reaction was shown to be complete by TLC. A saturated ammonia chloride solution (10 mL)was added and the organic phase was separated.The water phase was extracted with CH2Cl2. The combined organic phase was washed withsaturated sodium chloride solution and dried with anhydrous sodiumsulfate. After concentration and column chromatograph on silica gel eluted with petroleumether/ethyl acetate (10:1), the product was obtained.

According to the analysis of related databases, 766-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Wen; Cao, Yuan; Chen, Wei; Zhao, Gang; Pu, Lin; Tetrahedron Letters; vol. 56; 46; (2015); p. 6430 – 6432;,
Bromide – Wikipedia,
bromide – Wiktionary

New learning discoveries about 10546-67-5

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Related Products of 10546-67-5, These common heterocyclic compound, 10546-67-5, name is 2,6-Dibromo-4-(tert-butyl)aniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Take 3g of 2,6-dibromo-4-tert-butylaniline, 80mg of PdCl2(PPh3)2, 40mg of CuI, add 100mL of triethylamine, under argon protection, then slowly add 840mg of 2-methyl-3- Butyn-2-ol was stirred at 50 C for 60 hours. After the solution was cooled to room temperature, ethyl acetate was added to the reaction mixture, which was filtered. Then, it was extracted with dichloromethane and water, and the solvent was evaporated from dichloromethane.4-(2-Amino-3-bromo-5-(tert-butyl)phenyl)-2-methylbut-3-yn-2-ol(Compound of the formula (III)).

The synthetic route of 10546-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanxi Datong University; Yuan Yuehua; Zhu Yongjun; Tian Maozhong; Chen Zezhong; Qin Jun; Feng Feng; (15 pag.)CN109810019; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Continuously updated synthesis method about 3975-77-7

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-1,3,5-tri-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 3975-77-7, name is 2-Bromo-1,3,5-tri-tert-butylbenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3975-77-7, Recommanded Product: 3975-77-7

2,4,6-Tri-tert-butylbenzoicacid (mes*CO2H, S3). The Br/Liinterchange reaction between mes*Br and n-BuLi in Et2O (see above)was carried out according to the protocol of Staab and LauerS9 but with a reaction period shortened to lessthan 1 hour at room temperature. Afterpouring onto solid CO2 andaqueous workup, the acid fraction furnished mes*CO2H (S3, crude yield up to 75%); m.p.284-286 C (toluene), Ref. S9: 298-300 C.1H NMR (80 MHz, 2,4,6-Tri-tert-butylbenzoicacid (mes*CO2H, S3). The Br/Liinterchange reaction between mes*Br and n-BuLi in Et2O (see above)was carried out according to the protocol of Staab and LauerS9 but with a reaction period shortened to lessthan 1 hour at room temperature. Afterpouring onto solid CO2 andaqueous workup, the acid fraction furnished mes*CO2H (S3, crude yield up to 75%); m.p.284-286 C (toluene), Ref. S9: 298-300 C.1H NMR (80 MHz,

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Bromo-1,3,5-tri-tert-butylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Knorr, Rudolf; Rossmann, Eva C.; Knittl, Monika; Boehrer, Petra; Tetrahedron; vol. 70; 34; (2014); p. 5332 – 5338;,
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of C10H13Br

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-3-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3972-64-3, Product Details of 3972-64-3

A 1. 6 M solution of nbutyllithium (12.0 mL, 19.2 mmol) was added to a solution of dicyclohexylamine (3.7 mL, 18.6 mmol) in toluene (40 mL). After stirring for 5 min, 3-methylene-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester (3.45 g, 14.4 mmol) was added. After stirring for 30 min, 1-bromo-3-tert-butyl- benzene (3.16 g, 14.8 mmol) was added followed by the simultaneous addition of tri-teff-butylphosphonium tetrafluoroborate (220 mg, 758, umol) and tris (dibenzylideneacetone) dipalladium (O)-chloroform adduct (380 mg, 367, umol). The solution was placed into a preheated oil bath at 60 °C. After stirring for 16 h, the solution was directly flash chromatographed with 99: 1,49 : 1,24 : 1, and 23: 2 hexanes/ethyl acetate as the eluant to yield 4.31 g (81 percent yield) of 1- (3-tert-butyl- phenyl)-3-methylene-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a light yellow oil.’H NMR (300 MHz, CDCl3) ; 6 7. 43 (d, J=1.0 Hz, 1 H), 7.25 (m, 3H), 4. 82 (s, 1 H), 4. 78 (s, 1H), 4.12 (m, 2H), 3.06 (d, J=13. 3 Hz, 1H), 2.52 (d, J=13. 3 Hz, 2H), 2.26 (dt, J=13.1 Hz and 4.5 Hz, 1H), 2.05 (m, 1H), 1.88-1. 59 (broad m, 3H), 1.31 (s, 9H), 0.89 (m, 2H),-0. 04 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-3-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87215; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Brief introduction of 5-Bromo-2-fluoroaniline

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2924-09-6, name is 5-Bromo-2-fluoroaniline, A new synthetic method of this compound is introduced below., Formula: C6H5BrFN

Reference Example 39 2-Fluoro-5 -mercaptoaniline To a mixture of 5-bromo-2-fluoroaniline (4.15 g), methyl 3-mercaptopropionate (2.62 g), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.63 g) and N,N-diisopropylethylamine (5.64 g) in 1,4-dioxane (80 mL) was added tris(dibenzylideneacetone)-dipalladium(0) (0.3 g), and the mixture was heated at reflux under an argon atmosphere overnight. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 20/1 – 5/1 – 2/1) to give 2-fluoro-5-(2-methoxy-carbonylethylthio)aniline (4.62 g). This material was dissolved in tetrahydrofuran (120 mL). To the solution was added potassium tert-butoxide (1 mol/L tetrahydrofuran solution, 80.6 mL) at -78C, and the mixture was stirred at the same temperature for 15 minutes. To the reaction mixture was added 1 mol/L hydrochloric acid (81 mL), and the reaction mixture was allowed to warm to room temperature, and stirred for 5 minutes. The mixture was poured into ethyl acetate, and the organic layer was separated. The organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 4/1) to give the title compound (1.85 g).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Continuously updated synthesis method about 4-Bromo-5-fluorobenzene-1,2-diamine

The synthetic route of 4-Bromo-5-fluorobenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Application of 153505-37-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 153505-37-4, name is 4-Bromo-5-fluorobenzene-1,2-diamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 15: Step ITo a cold (0-4 C) solution of 4-bromo-5-fluoro-benzene-1 ,2-diamine (1 g, 4.877 mmol) and (2S)-1 -tert-butoxycarbonylpyrrolidine-2-carboxylic acid (Boc-Pro-OH) (1.050 g, 4.877 mmol) in DMF (9.754 mL) are sequentially added HATU (2.040 g, 5.365 mmol) and 2,4,6-collidine (886.5 mg, 966.7 mul_, 7.316 mmol). The reaction mixture is slowly warmed up to rt, stirred overnight, and diluted with water (20 mL). The resulting suspension is extracted with EtOAc(3 x 25 mL), and the combined extracts are washed with saturated bicarbonate solution, and brine. The organic phase is dried over sodium sulfate, and concentrated under vacuum to give crude amide (2.35 g, contaminated with 2,4,6-collidine). The residue is dissolved in acetic acid (15 mL), stirred at 50 C for 8 h, and concentrated to dryness. The residue is diluted with ethyl acetate (25 mL), washed with aq. NaHCO3 solution, and brine. The organic phase is dried over sodium sulfate, concentrated under vacuum and the residue is purified by silica gel chromatography (ethyl acetate/hexanes,40 to 60 %) to give 15 (1.74 g) as light brown solid.1 H NMR spectra in CDCl 3 and CD 3 OD showed 1.2:1 and 2:1 ratio of isomeric mixture (exchange of imidazole nitrogen) .19F spectra also showed mixture of two isomers. 1H NMR (400 MHz, CDCl3, 1.2:1 ratio of isomers): Peaks for the major isomer, delta [ppm] 7.86 (d, J = 6.2, 1 H), 7.45 (d, J = 9.2, 1 H), 6.77(s, 0.35 H), 5.02 (m, 1 H), 3.41 (m, 2 H), 2.2-1.9 (m, 2 H), 1.49 (s, 3 H). LC/MS: m/z = 303.78 (M-100+H+). 19F NMR (400 MHz, CDC13), delta [ppm] -113.4 (t), -115.7 (t).

The synthetic route of 4-Bromo-5-fluorobenzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; HENDERSON, James A.; MAXWELL, John; VAILLANCOURT, Louis; MORRIS, Mark; GREY, JR., Ronald; GIROUX, Simon; KONG, Laval Chan Chun; DAS, Sanjoy Kumar; LIU, Bingcan; POISSON, Carl; CADILHAC, Caroline; BUBENIK, Monica; REDDY, T. Jagadeeswar; FALARDEAU, Guy; YANNOPOULOS, Constantin; WANG, Jian; PEREIRA, Oswy Z.; BENNANI, Youssef L.; PIERCE, Albert C.; BHISETTI, Govinda Rao; COTTRELL, Kevin M.; MARONE, Valerie; WO2011/9084; (2011); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Share a compound : 5-Bromo-2-fluoroaniline

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference of 2924-09-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2924-09-6, name is 5-Bromo-2-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: BSB-Cl 2 (314 mg, 1.2 mmol) and aniline 1 (1mmol) were premixed in THF (10 ml) at0 C to which was added LiHMDS (2 ml, 2 mmol). The resulting mixture was stirred for2 h at this temperature. Upon reaction completion, the solution was concentrated. Theresidue was purified with basic alumina flash chromatography to afford pure product

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-2-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Lu, Erhu; Yadav, Arun; Weaver, Donald F.; Reed, Mark A.; Synlett; vol. 24; 17; (2013); p. 2259 – 2262;,
Bromide – Wikipedia,
bromide – Wiktionary

The important role of C6H5BrFN

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Electric Literature of 58534-95-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 58534-95-5 name is 3-Bromo-2-fluoroaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 3-bromo-2-fluoroaniline (1.00 g, 5.26 mmol) in formic acid (1.99 mL, 52.6 mmol) was heated at 90 C. for 16 h. The mixture was cooled to room temperature and partitioned between EtOAc and water. The organic phase was washed sequentially with saturated aqueous NaHCO3 and brine, dried and concentrated to provide N-(3-bromo-2-fluorophenyl)formamide as a beige solid (1.02 g, 89% yield). Mass spectrum m/z 218, 220 (M+H)+. 1H NMR (400 MHz, CDCl3) delta 8.50 (s, 1H), 8.40-8.17 (m, 1H), 7.53-7.41 (m, 1H), 7.31 (ddd, J=8.0, 6.6, 1.4 Hz, 1H), 7.05 (td, J=8.2, 1.4 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromo-2-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Liu, Qingjie; Watterson, Scott Hunter; Batt, Douglas G.; Ahmad, Saleem; Beaudoin Bertrand, Myra; Gong, Hua; Guo, Weiwei; Macor, John E.; Ngu, Khehyong; Tebben, Andrew J.; Tino, Joseph A.; (177 pag.)US2016/115126; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Introduction of a new synthetic route about C7H3BrF4

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-2-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 142808-15-9, Recommanded Product: 4-Bromo-2-fluorobenzotrifluoride

Step A: 6-bromo-2-fluoro-3-(trifluoromethyl)benzoic acid (0378) Into a 10000-mL 4-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed tetrahydrofuran (5000 mL), NH(i-Pr)2 (249 g, 1.20 equiv). This was followed by the addition of n-BuLi (905 mL, 1.10 equiv) dropwise with stirring in 30 min at -70 C. The resulting solution was stirred for 0.5 hr at -30 C. To this was added 4-bromo-2-fluoro-1-(trifluoromethyl)benzene (500 g, 2.06 mol, 1.00 equiv) dropwise with stirring at -78 C. in 2 hr. The resulting solution was stirred for 2 hr at -78 C. The reaction was then poured into 1000 g of CO2(s) at -70 C. The pH value of the solution was adjusted to 3 with hydrogen chloride (2N) (1.5 mol/L). The resulting solution was extracted with 3×2000 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 301 g (50%) of 6-bromo-2-fluoro-3-(trifluoromethyl)benzoic acid as a white solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-2-fluorobenzotrifluoride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck Sharp & Dohme Corp.; Mandal, Mihir; Tang, Haifeng; Xiao, Li; Su, Jing; Li, Guoqing; Yang, Shu-Wei; Pan, Weidong; Tang, Haiqun; DeJesus, Reynalda; Hicks, Jacqueline; Lombardo, Matthew; Chu, Hong; Hagmann, William; Pasternak, Alex; Gu, Xin; Jiang, Jinlong; Dong, Shuzhi; Ding, Fa-Xiang; London, Clare; Biswas, Dipshikha; Young, Katherine; Hunter, David N.; Zhao, Zhiqiang; Yang, Dexi; (405 pag.)US2016/333021; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

New downstream synthetic route of 1073-39-8

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C8H7Br

3-Carboxaldehydebicyclo[4,2,0]octa- 1 ,3;5-triene or A- Carboxaldehydebenzocyclobutene, Q6. To a 500-mL flask was added ’50 mL dry of THF, Mg turnings (2.88 g, 120 mmol), and 1,2-dibromoethane (4 drops). The reaction mixture was then heated under reflux for 15 min, 4-Bromobenzocyclobutene, 5,1 1 (20.0 g, 109 mmol) in 25 mL THF was added via a dropping funnel to form the Grignard reagent. After addition and rinsing the dropping funnel with 25 mL of dry THF, the reaction mixture was heated for an additional 45 min under reflux to give a green brown solution. The reaction mixture was then cooled to 0 0C, DMF (15 mL, 210 mmol) was added dropwise to the solution, and the reaction mixture was heated under reflux for 15 min. The reaction mixture was poured onto 150 g of ice, acidified to pH), and neutralized with saturated NaHCO3 solution. The crude product was extracted with ethyl acetate, the organic phase was filtered over Celite, and evaporation of the solvent gave the crude product. The product was purified by column chromatography using 10% diethyl ether/hexane as eluting solvents and was finally purified by Kugelrohr distillation (145 0C, 0.5 mm) to give the aldehyde Q6 (1 1.7 g, 81.2%) as a colorless liquid; IR 3000-2800, 1690, 1598, 1216, 1067 and 827 CnV1; 1H NMR (400 MHz, CDCl3) delta 9.9 (s, IH, CHO), 7.65 (dd, IH, J= 7.4 Hz, J= 1.2 Hz, ArH), 7:50 (s, IH, ArH), 7.14 (dd, IH, J =7.4 Hz, J) 1.2 Hz, ArH), 3.15 (s, 4H, CH2); 13C NMR (100 MHz, CDCl3) «5 192.28, 153.69, 146.57, 135.4, 130.26, 122.89, 122.81, 29.97, and 29.23. Anal. Calcd for C9H8O; C, 81.8; H 6.10. Found: C, 81.7; H, 5.94.

The synthetic route of 1073-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VANDERBILT UNIVERSITY; WO2008/24435; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary