Month: August 2021

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. 402-43-7, name is 1-Bromo-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H4BrF3

General procedure: In a Schlenk tube, substrate (0.5 mmol), silane (0.6 mmol), base (1.5 mmol) and decane (71 mg, 0.5 mmol) as internal standard were added to 1 mL of preformed palladium nanoparticles (total amount of palladium 0.01 mmol) under argon. The reaction mixture was heated at 80 C and stirred for the indicated time (3-24 h), and then cooled down to room temperature. The organic products were extracted from glycerol with dichloromethane (5 * 3 mL). The obtained products were previously described in the literature and their identification was carried out by comparison of their GC-MS data, 1H and 13C NMR spectra with the reported data (see Table S1 in the Supporting Information).

According to the analysis of related databases, 402-43-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Reina, Antonio; Serrano-Maldonado, Alejandro; Teuma, Emmanuelle; Martin, Erika; Gomez, Montserrat; Catalysis Communications; vol. 104; (2018); p. 22 – 27;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2051-99-2, 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. 2051-99-2 name is 1-Bromo-4-isobutylbenzene, 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.

General procedure: To a 50-mL two-neck round-bottom flask equipped with a cannula were added magnesium turnings (608 mg, 25 mmol), and the flask was heated at 80 C in vacuo for 1 h. A solution of the 4-isobutylphenyl bromide (426 mg, 2.0 mmol) in THF (5 mL) was added dropwise over 3 min under argon. The mixture was heated at 50 C until the reaction was initiated. Additional 4-isobutylphenyl bromide (1.71 g, 8.0 mmol) in THF (11.6 mL) was then added slowly via cannula over 15 min. The reaction mixture was heated at reflux for 3 h, after which a solution of 4-isobutylphenyl magnesium bromide 5 was obtained. To a separate 50-mL Schlenk tube was added anhydrous CoBr2 (21.9mg, 0.10mmol), and the tube was heated at 50C in vacuo for 2h. After cooling to room temperature, the cyclopropane-based bisoxazoline ligand 2 (0.12mmol) in THF (3mL) was added under argon. The resulting mixture was stirred for 1h at the same temperature, with 2-bromopropanoate 6 (1mmol) being added via syringe. The mixture solution was cooled to -80C, and the prepared Grignard reagent 5 (2.8mL, 0.5M in THF, 1.4mmol) was then added over 1h via syringe. The reaction mixture was stirred for another 6h at -80C and then quenched with saturated NH4Cl solution (5mL). The aqueous phase was extracted with diethyl ether (4×10mL). The combined organic phases were dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate 100:1). 4.4.8 (S)-Cyclohexylmethyl 2-(4-isobutylphenyl)propanoate 7h Colorless oil, 89% yield, 86:14 er. The enantiomeric ratio was determined by HPLC with a Daicel Chiralcel OJ-H column (0.5% 2-propanol in n-hexane, 0.5 mL/min, 220 nm, minor tr = 8.45 min (R), major tr = 9.84 min (S)). [alpha]D20 = +18.3 (c 1.1, CHCl3). 1H NMR (300 MHz, CDCl3) delta: 7.20 (d, J = 8.1 Hz, 2H), 7.08 (d, J = 8.1 Hz, 2H), 3.92-3.81 (m, 2H), 3.69 (q, J = 7.2 Hz, 1H), 2.44 (d, J = 7.2 Hz, 2H), 1.88-1.79 (m, 1H), 1.68-1.57 (m, 6H), 1.49 (d, J = 7.2 Hz, 3H), 1.25-1.06 (m, 3H), 0.89 (d, J = 6.6 Hz, 6H), 0.84-0.79 (m, 2H). 13C NMR (75 MHz, CDCl3) delta: 174.7, 140.4, 138.0, 129.2, 127.1, 69.7, 45.2, 45.0, 37.1, 30.2, 29.5, 29.46, 26.3, 25.6, 22.3, 18.3. HRMS (APCI-TOF): calcd for C20H31O2 [M+H]+ 303.2324, found 303.2329.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-isobutylbenzene, and friends who are interested can also refer to it.

Reference:
Article; Liu, Feipeng; Bian, Qinghua; Mao, Jianyou; Gao, Zidong; Liu, Dan; Liu, Shikuo; Wang, Xueyang; Wang, Yu; Wang, Min; Zhong, Jiangchun; Tetrahedron Asymmetry; vol. 27; 14-15; (2016); p. 663 – 669;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 53078-85-6, name is 2-Bromo-5-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 53078-85-6

3-phenyl-2,2-dihydroxy-3-oxopropionic acid ethyl ester (0.05 mmol) was added to the reaction flask.2-bromo-5-methylaniline (0.05 mmol),4-phenyl-1,3-cyclohexanedione (0.05 mmol),(R)-3,3,3′,3′-tetramethylspirophosphoric acid (0.005 mmol) represented by the formula (V),Anhydrous Na2SO4 (200 mg) was poured into 1 mL of dichloromethane, and the mixture was reacted at 65 C for 16 hours. After completion of the reaction, the column was directly subjected to silica gel column chromatography, and the eluent was ethyl acetate / petroleum ether = 1:30.Corresponding optically active 1-arylindole derivative (I-7), yield 73%;

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53078-85-6.

Reference:
Patent; Zhejiang University; Lin Xufeng; Wang Lei; Zhong Jialing; (14 pag.)CN110183373; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 103273-01-4,Some common heterocyclic compound, 103273-01-4, name is 2-Bromo-4-(tert-butyl)aniline, molecular formula is C10H14BrN, 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.

2 – Bromo -4 -tert-butylaniline (2 – Bromo – 4 – tertbutylaniline) 40.0g (175.34 mmol), 4 – bromobenzoyl chloride (4 – Bromobenzoyl chloride) 38.4g (175.34 mmol) and THF 360 ml 3 hoursAfter completion of the reaction, the solvent was distilled under reduced pressure. A yellowish solid compound (intermediate (7)) 55.8g (=unitz ) was obtained by solid formation using diisopropyl ether (IPE) to give a solid compound having a yellowish 77.4% color.

The synthetic route of 103273-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Co., Ltd. Leputuo; Wu Weizhen; Han Jiazhong; Jin Huizhen; Jin Xiane; Jin Kuili; Ren Zhezhu; Xi Wenji; Gao Bingzhu; (46 pag.)CN109988119; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 583-75-5, 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. 583-75-5 name is 4-Bromo-2-methylaniline, 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.

In a 100 niL RBF, 4-bromo-2-methylaniline (3.7 g, 20 mmol) and DIPEA (6.95 mL, 40 mmol) were combined with DMF (40 mL). The reaction was cooled to 0 C in an ice bath and cyclopropanecarbonyl chloride (2.1 g, 20 mmol) was added. The mixture was stirred at 0 C for 1 h. Water and EtO Ac were added to separate the phases and the aqueous phase was extracted with EtO Ac. The organic layers were combined, dried over Na2S04, filtered, and concentrated under reduced pressure to give the title compound as a white solid (4.76 g, 94%). NMR (400 MHz, CDCl3) delta ppm 7.85-7.72 (m, 1H), 7.38-7.28 (m, 2H), 7.15-7.02 (m, 1H), 2.27 (s, 3H), 1.57-1.48 (m, 1H), 1.10 (quint, J = 3.9 Hz, 2 H), 0.92-0.79 (m, 2H); MS ESI [M + H]+ 253.9, calcd for [CnHi2BrNO + H]+ 254.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY HEALTH NETWORK; LAUFER, Radoslaw; NG, Grace; LI, Sze-Wan; PAULS, Heinz W.; LIU, Yong; PATEL, Narendra Kumar B.; WO2015/70349; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A 1.6M solution of”butyllithium (0.85 mL, 1. 36 mmol) was added to a solution of dicyclohexylamine (0. 27 mL, 1.36 mmol) in toluene (5 mL). After stirring for 5 min, a mixture of cisltrans isomers of 2-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester (269 mg, 1.11 mmol) was added. After stirring for 30 min, 1-bromo-3-ferf-butyl-benzene (248 mg, 1.16 mmo 1) was added followed by the simultaneous addition of tri-tert-butylphosphonium tetrafluoroborate (31 mg, 107 umol) and tris (dibenzylideneacetone) dipalladium (0)-chloroform adduct (51 mg, 49.3 umol). The solution was placed into a preheated oil bath at 60 C. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 375 mg (90percent yield) of a mixture of cisltrans isomers of 1-(3-feff-butyl-phenyl)-2-methyl-cyclohexanecarboxylic acid 2-trimethylsilanyl-ethyl ester as a yellow oil. Method [2] Retention time 3.67 min by HPLC and 3.75 min by MS (M+Na=397). Method [2] Retention time 3.77 min by HPLC and 3.85 min by MS (M+Na=397).

The synthetic route of 1-Bromo-3-(tert-butyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87752; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 399-94-0, name is 1-Bromo-2,5-difluorobenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-2,5-difluorobenzene

THF (25 mL) was added to Magnesium metal (2.55g, 105 mmol), and then 2-bromo-1,4-difluorobenzene (19.70g, 100mmol) was addedslowly to prepare a Grignard reagent. To separately prepared THF (10mL)solution of diethyl oxalate (15.34g, 105mmol), Grignard reagent preparedearlier was added dropwise at -40 below. After completion of the addition, it was stirred for 1 hour at thereaction temperature of 0 . saturated aqueous solution of ammonium chlorideand water (200 mL) were added to the reaction solution, and extracted with ethyl acetate (200mL ×2). The organic layer was dried over magnesium sulfate, filtered, and thesolvent was evaporatedunder reduced pressure, and by distillation under reducedpressure, colorless liquid of 2- (2,5-difluorophenyl) -2- oxo-ethyl acetate(14.82g, yield: 62%)

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; SAGAMI CHEMICAL RESEARCH INSTITUTE; KAKEN PHARMACEUTICAL COMPANY LIMITED; KOBAYASHI, OSAMU; TAKATSUNA, REIKO; NIIKURA, NAOKO; MATSUKAWA, TOMOKO; NAKAMURA, SHINJI; HIRAI, KENJI; KOCHI, SHINICHIRO; KAWANISHI, NAOKI; YAMADA, OSAMU; (75 pag.)JP2016/56157; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromodibenzo[b,d]furan

15.5 g (72 mmol) of the intermediate (13) obtained in [Reaction Formula 16] and 16.2 g (65.5 mmol)1-bromodibenzofuranyl group, added to a 1 L three-necked flask,Add 300 ml of toluene and 75 ml of ethanol to dissolve, and pass nitrogen for 15 minutes.An additional 98.3 ml of an aqueous solution of K2CO3 (196.5 mmol, 2 M) was added.Finally, 1.5 g of Pd(PPh3)4 (2 molpercent) was added. Warming up to 110 ° C,The reaction was completed in 12 hours. Adsorption with activated carbon, suction filtration, solvent removal, drying, recrystallization from toluene and ethanol afforded 19 g of intermediate (14), yield 86percent.

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; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Bu Gonggaofamingren; (47 pag.)CN108148037; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51554-93-9, The chemical industry reduces the impact on the environment during synthesis 51554-93-9, name is 1-Bromo-4-octylbenzene, I believe this compound will play a more active role in future production and life.

According to the following scheme, in an atmosphere of nitrogen, tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (2.3 g) and 2N aqueous sodium carbonate solution (10 ml) are added to a mixed solution of 1-bromo-4-n-octyl benzene (25.0 g), 2-thiopheneboronic acid (10.8 g) and tetrahydrofuran (THF) (100 ml), and the mixture is refluxed for 10 hours. After the reaction is finished, the mixture is subjected to extraction with toluene, and the resultant organic phase is sufficiently washed with pure water. Subsequently, after the organic phase is dried with anhydrous sodium sulfate, the solvent is distilled away under reduced pressure, and the resultant product is subjected to a silica gel column chromatographic process (eluent: hexane) to separate the aimed product, thereby obtaining 26.2 g of Intermediate 1.

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-4-octylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJI XEROX CO., LTD.; US2010/197942; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1435-51-4, 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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1,3-Dibromo-5-fluoro-benzene (20 g, 78.77 mmol, 1 eq) was dissolved in i-Pr2O (200 mL) in a dried flask under nitrogen. The reaction mixture was cooled to -78 C and stirred under nitrogen atmosphere. n-BuLi (2.5 M, 31.5 mL, 1 eq) was added drop wise to the above solution and the reaction mixture was stirred at -78 C for 30 min. After complete addition of n-BuLi, N-methoxy-N-methyl-acetamide (9.75 g, 94.5 mmol, 10.05 mL, 1.2 eq) dropped to the above reaction mixture, while keeping the reaction mixture below -78 C. After addition, the reaction mixture was warmed slowly to 30 C for 30 min. The reaction mixture was poured into water (150 mL) and the reaction mixture was stirred for 15 min. The organic phase was separated and the aqueous phase was extracted with ethyl acetate (150 mL), combined organic phase, dried over anhydrous Na2SO4, filtered and evaporated in vacuum to give residue (16 g crude). The residue was purified by flash silica gel chromatography (ISCO; 120 g CombiFlash Silica Flash Column, Eluent of 0~10% Ethyl acetate/Petroleum ether gradient 85 mL/min). Compound was obtained as off-white solid (11.3 g, yield 66%).1H NMR (400 MHz, CDCl3) delta ppm 7.91 – 7.84 (m, 1H), 7.63 – 7.54 (m, 1H), 7.45 (td, J=2.0, 7.8 Hz, 1H), 2.63 – 2.55 (m, 3H).

The synthetic route of 1,3-Dibromo-5-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAINT LOUIS UNIVERSITY; INDALO THERAPUETICS, INC.; RUMINSKI, Peter, G.; GRIGGS, David, W.; SEIWERT, Scott; (155 pag.)WO2018/132268; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary