The origin of a common compound about 74483-46-8

The synthetic route of 74483-46-8 has been constantly updated, and we look forward to future research findings.

74483-46-8, name is 2-Chloro-4-methyl-1-(trifluoromethyl)benzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C8H6ClF3

Step 1 4-Bromomethyl-2-chloro-1-trifluoromethylbenzene A mixture of 2-chloro-4-methyl-1-trifluoromethylbenzene (10.0 g; 51 mmol), N-bromosuccinimide (8.69 g, 49 mmol), benzoyl peroxide (0.37 g, 1.5 mmol) in tetrachloromethane (100 ml) was heated to reflux for 2 hours. Another portion of benzoyl peroxide (1.0 g, 4.1 mmol) was added. The mixture was heated to reflux for another 0.5 hours. The reaction mixture was stirred at room temperature for 16 hours. The solid was removed by filtration. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (200 g), using ethyl acetate/heptane (1:4) as eluent, to give 12.5 g of 4-bromomethyl-2-chloro-1-trifluoromethylbenzene. 1H NMR (CDCl3): delta4.45 (s, 2 H); 7.40 (d, 1 H); 7.55 (s, 1 H); 7.67 (d, 1 H).

The synthetic route of 74483-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andersen, Knud Erik; Dorwald, Florencio Zaragiza; Peschke, Bernd; Sidelmann, Ulla Grove; Rudolf, Klaus; Stenkamp, Dirk; Hurnaus, Rudolf; Muller, Stephan Georg; Krist, Bernd; Eriksen, Birgitte; US2002/58659; (2002); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 2-Chloro-4-methyl-1-(trifluoromethyl)benzene

The synthetic route of 74483-46-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 74483-46-8,Some common heterocyclic compound, 74483-46-8, name is 2-Chloro-4-methyl-1-(trifluoromethyl)benzene, molecular formula is C8H6ClF3, 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.

Intermediate 4: 4-(Bromomethyl)-2-chloro-1-(trifluoromethyl)benzene; To a solution of 2-chloro-4-methyl-1-(trifluoromethyl)benzene (0.5g, 2.57 mmol) in dry carbone tetrachloride (5OmL), N-bromo succinimide (0.412g, 2.313mmol) and benzoyl peroxide (12mg, 0.05 mmol) were added. The reaction was stirred to reflux for 40 hours. After cooling at 00C, the reaction mixture was filtered and the solvent evaporated. The title compound was obtained (0.7g) and the crude compound was used in the next reaction without purification. GC/MS: m/z, 273 Rt: 5.5 min

The synthetic route of 74483-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/16216; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The important role of 74483-46-8

Statistics shows that 2-Chloro-4-methyl-1-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 74483-46-8.

Electric Literature of 74483-46-8, These common heterocyclic compound, 74483-46-8, name is 2-Chloro-4-methyl-1-(trifluoromethyl)benzene, 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.

Step 1: 3-Chloro-4-trifluoromethylbenzylbromide 27 A mixture of 2-chloro-4-methyl-1-trifluoromethylbenzene 26 (0.20 g, 1 mmol), N-bromosuccinimide (0.17 g, 1 mmol) and benzoyl peroxide (7.4 mg, 0.03 mmol) in carbon tetrachloride (2 mL) was heated to reflux for 2 hours. Another portion of benzoyl peroxide (20 mg, 0.08 mmol) was added. The mixture was heated to reflux for another 0.5 hours. The reaction mixture was further stirred at room temperature for 16 hours. The solid was removed by filtration. The solvent was removed under reduced pressure. The crude product was purified by flash chromatography on silica, using petroleum ether as eluent, to give 0.22 g (80%) of Compound 27.

Statistics shows that 2-Chloro-4-methyl-1-(trifluoromethyl)benzene is playing an increasingly important role. we look forward to future research findings about 74483-46-8.

Reference:
Patent; CanBas Co., Ltd.; US2008/275057; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics