Category: bromides-buliding-blocks

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. 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, A new synthetic method of this compound is introduced below., Recommanded Product: 142808-15-9

A) ethyl 2-((diphenylmethylene)amino)-2-(3-fluoro-4-(trifluoromethyl)phenyl)acetate A mixture of ethyl 2-((diphenylmethylene)amino)acetate (2.94 g), 4-bromo-2-fluoro-1-(trifluoromethyl)benzene (2.43 g) and tripotassium phosphate (6.37 g) in toluene (30 mL) was argon-substituted, and bis(tri-tert-butylphosphine)palladium (0) (0.256 g) was added at room temperature. The reaction mixture was stirred at 80 C. for 21 hr, bis(tri-tert-butylphosphine)palladium (0) (0.256 g) was added, and the mixture was stirred at 100 C. for 16 hr. To the reaction mixture were added water and ethyl acetate, and the insoluble material was filtered off. The organic layer of the filtrate was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (3.02 g). MS (API+): [M+H]+430.1.

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; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3,Some common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

To a mixture of 1 mmol of the borylated metal complex, 6 mmol of the bromide, 12 mmol of tripotassium phosphate [7778-53-2], 30 ml of toluene, 10 ml of dioxane and 10 ml of water are added 0.12 mmol of tri-o-tolylphosphine [6163-58-2] and 0.02 mmol of palladium(II) acetate [3975-31-3], and the mixture is stirred well at 100¡ã C. for 48 h. After cooling, the organic phase is removed, washed twice with 30 ml each time of water and once with 30 ml of saturated sodium chloride solution and then dried over magnesium sulfate, the magnesium sulfate is filtered off, and the filtrate is concentrated to dryness. The crude product thus obtained is purified by chromatography or flash chromatography (CombiFlash Torrent from Axel Semrau).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-(tert-butyl)benzene, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, Philipp; EHRENREICH, Christian; US2019/241591; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 583-70-0,Some common heterocyclic compound, 583-70-0, name is 2,4-Dimethylbromobenzene, molecular formula is C8H9Br, 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.

Under the protection of nitrogen,Add in a 100ml reaction bottle2.67 g of 2,4-dimethylaniline (molecular weight: 121, 22 mmol),2.68 g of 2,4-dimethylbromobenzene (molecular weight 184, 20 mmol),5.76 g of sodium tert-butoxide (molecular weight 96,60 mmol),Pd2(dba)3 183mg (molecular weight 916, 0.2mmol),P(tBu)3 121 mg (molecular weight 202, 0.6 mmol).Anhydrous toluene 50 ml. Plus,The oil bath is slowly heated to reflux reaction.TLC monitors the end of the reaction,The reaction was completed in 10 hours.Cool, add water to quench the reaction,Extracted with 50 ml of dichloromethane,The organic phase was dried over anhydrous MgSO4.The organic phase is evaporated to dryness.The obtained solid is separated by column chromatography.3.8 g of a white solid,Molecular weight 225, yield 85% by weight.

The synthetic route of 583-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Sun Entao; Gao Wenzheng; Fan Hongtao; Zhang Xianghui; (44 pag.)CN109134456; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 201138-91-2, name is 4,6-Dibromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

13.6 g of phenylboronic acid and 32.6 g of 4.6-dibromo-dibenzofuran were added to a 2 L three-necked flask and 700 mL was added thereto.Dissolve toluene and 150 mL of ethanol, purge with nitrogen for 15 minutes, add 150 mL of K2CO3 (3.0 eq., 2M) in water, and finally add2.3g Pd(PPh3)4 (2mol%). The temperature was raised to 110C and the reaction was completed overnight. Add activated carbon adsorption, suction filtration, remove solvent, dryDrying, recrystallization from toluene and ethanol gave 29.7 g of intermediate AB with a yield of 92%.

The synthetic route of 201138-91-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Gao Guang Semiconductor Materials Co., Ltd.; Jin Zhenyu; Qian Chao; Shen Nan; Wang Xiaowei; (87 pag.)CN107880055; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2044-08-8, 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. 2044-08-8 name is 1-Bromocyclohex-1-ene, 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.

EXAMPLE 4 1,1-Dimethylethyl 4-[2-cyclohexen-1-yl-(4-phenoxyphenyl)amino]-1-piperidinecarboxylate STR140 Add a mixture of amine 12 (3.0 g, 8.2 mmol), prepared from 4-phenoxyaniline and N-carboethoxy-4-piperidinone using the procedures of Example, step 1, and cyclohexenyl bromide (875 mg, 5.4 mmol) in EtOAc (30 ml) to a well stirred suspension of copper (II) perchlorate hexahydrate (1.0 g, 2.7 mmol) and copper metal (207 mg, 3.3 mmol) in EtOAc (15 ml) under N2. After stirring at room temperature for 12 hours, add an aqueous solution of KCN (5.5 g in 70 ml of water). Extract the resultant clear solution with EtOAc (2*100 ml). Dry the combined organic extracts with Na2 SO4 and remove the solvent by distillation. Chromatograph the residue on silica gel using EtOAc/hexane (110)(110) as the eluent to give 1.25 g (52%) of the product 13 as semi-solid foam. Use a similar procedure to prepare compound 4A:

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

Reference:
Patent; Schering Corporation; US5952349; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 70733-25-4,Some common heterocyclic compound, 70733-25-4, name is 3-Bromo-5-methylbenzene-1,2-diamine, molecular formula is C7H9BrN2, 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.

Step A: 3-bromo-5-methylbenzene-1,2-diamine (2.63 g, 13.1 mmol) was dissolved in a 1/1 mixture of DMF/trimethyl orthoformate at room temperature. Several drops of concentrated HCl were added and the reaction was stirred until conversion to the benzimidazole by LCMS. Upon conversion by LCMS, the reaction was diluted with water and the orange precipitate was filtered off to afford 4-bromo-6-methyl-1H-benzo[d]imidazole as a crude orange solid (2.1 g, 75% yield). The solid was used without any further purification.

The synthetic route of 70733-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vanderbilt University; Fesik, Steve; Waterson, Alex; Burns, Michael; Sun, Qi; Phan, Jason; Salovich, James M.; Abbott, Jason R.; Little, Andrew; (159 pag.)US10501421; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 50670-49-0, name is 4-Bromo-4′-methyl-1,1′-biphenyl, 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 50670-49-0, SDS of cas: 50670-49-0

General procedure: To a 100 mL two neck round-bottomflaskwere added compound 4c(500.0 mg, 1.0 eq), p-anisidine (287.2 mg, 1.2 eq), Pd2(dba)3 (35.6 mg,0.02 eq), t-BuONa (280.1 mg, 1.5 eq), P(t-Bu)3 (7.9 mg, 0.02 eq) and 10 mL anhydrous toluene. The reaction mixture was refluxed 12 hunder argon. After cooling down to room temperature, the mixturewas exacted with ethyl acetate and washed with water. The organiclayer was dried over anhydrous Na2SO4, filtered, and concentrated invacuum to give the crude product, which was purified by column chromatograph packed with silica gel using petroleum ether (PE)-ethyl acetate (EA) (100:1) as the eluent to afford pure compound 5c. 5a: gray soild (421.2 mg, 72%), 1H NMR (400 MHz, DMSO) delta 7.99 (s,1H), 7.48 (d, J=2.7 Hz, 2H), 7.46 (d, J=3.2 Hz, 2H), 7.21 (d, J=7.9 Hz,2H), 7.08 (d, J=8.9 Hz, 2H), 6.98 (d, J=8.7 Hz, 2H), 6.89 (d, J=8.9 Hz,2H), 3.72 (s, 3H), 2.31 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Li, Fusheng; Zhao, Baodong; Chen, Yu; Zhang, Yufei; Wang, Tao; Xue, Song; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 185; (2017); p. 20 – 26;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 50548-45-3, name is 1-Bromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: bromides-buliding-blocks

General procedure: 0.6 mmol of tri-o-tolylphosphine and then 0.1 mmol of palladium(II) acetate or 0.3 mmol of tetrakis(triphenylphosphino)palladium(0) are added to a suspension of 10 mmol of a borylated complex, 12-20 mmol of aryl bromide per (RO)2B function and 60-100 mmol of the base (potassium fluoride, tripotassium phosphate (anhydrous, monohydrate or trihydrate), potassium carbonate, caesium carbonate, etc.) and 100 g of glass beads (diameter 3 mm) in 100 ml-500 ml of an aprotic solvent (THF, dioxane, xylene, mesitylene, dimethylacetamide, NMP, DMSO, etc.), and the mixture is heated under reflux for 1-24 h. Alternatively, other phosphines, such as triphenylphosphine, tri-tert-butylphosphine, S-Phos, X-Phos, Ru-Phos, XanthPhos, etc. can be employed, where, in the case of these phosphines, the preferred phosphine:palladium ratio is 3:1 to 1.2:1. The solvent is removed in vacuo, the product is taken up in a suitable solvent (toluene, dichloromethane, ethyl acetate, etc.) and purified as described under Variant A.

The synthetic route of 50548-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Patent GmbH; STOESSEL, Philipp; EHRENREICH, Christian; (218 pag.)US2019/315787; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 103-64-0,Some common heterocyclic compound, 103-64-0, name is (2-Bromovinyl)benzene, molecular formula is C8H7Br, 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.

To a solution of N, N-dimethylformamide (DMF) in a volume ratio of 4: 1 with polyethylene glycol 200(PEG-200)) was added 100 mmol of the compound of the above formula (I), 60 mmol of the compound of the above formula (II), 8 mmol of catalyst bis (triphenylphosphine) cyclopentadienyl ruthenium chloride, 120 mmol of an oxidizing agent bis Fluoroacetic acid) iodobenzene (PhI (TFA) 2),15 mmol of organic ligands L1 and 80 mmol of base, 5,7-triazabicyclo [4.4.0] dec-5-ene (TBD) were added and the mixture was allowed to warm to 80 C with stirring and the reaction was stirred at that temperature for 11 hours; After completion of the reaction, the reaction system is naturally cooled to room temperature and the pH is adjusted to neutral, filtered and the filtrate is saturatedWashed with brine and extracted with ethyl acetate 2-3 times. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography at a 1: 2 by volume mixture of chloroform and petroleum ether Followed by elution to give the compound of formula (III) in a yield of 94.8%.

The synthetic route of 103-64-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Cheng; No proclaimed inventor; (12 pag.)CN106278839; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 1435-53-6,Some common heterocyclic compound, 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, molecular formula is C6H3Br2F, 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.

Mix 4g (23.1 mmol) of intermediate B, 6.4 g (25.4 mmol) of 2,4-bromo-1-fluorobenzene (2,4-Bromo-2-Fluorobenzene), 11.3 g (34.6 mmol) cesium carbonate and 80 ml DMF, and placed under nitrogen, followed by heating at 150CStir for 12h. After the reaction was completed, the mixture was allowed to cool to room temperature. The solution was extracted with 250 ml of ethyl acetate and 300 ml of water. organicThe layer was dried using anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtainWhite solid product (7.8 g, 19.2 mmol, yield: 83.1%).

The synthetic route of 1435-53-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiguang Technology Co., Ltd.; Yan Fengwen; (56 pag.)CN107739382; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary