(2,3-Dimethylphenyl)[1-(trityl)-1H-imidazol-4-yl]methanone synthesis

6synthesis methods

Product Name:(2,3-Dimethylphenyl)[1-(trityl)-1H-imidazol-4-yl]methanone
CAS Number:176721-02-1
Molecular formula:C31H26N2O
Molecular Weight:442.55

α-(2,3-Dimethylphenyl)-1-(trityl)-1H-imidazole-4-methanol

176721-01-0
58 suppliers
$62.00/100mg

(2,3-Dimethylphenyl)[1-(trityl)-1H-imidazol-4-yl]methanone

176721-02-1
72 suppliers
$110.09/10mg

Yield:176721-02-1 90.3%

Reaction Conditions:

with manganese(IV) oxide in dichloromethane at 40; for 2 h;

Steps:

2.b

Example 2 (step b); Preparation of (2,3-dimethylphenyl)-(3-trityl-3H-imidazol-4-yl) methanone 2,3-Dimethylphenyl)-(3-trityl-3H-imidazol-4-yl)methanol (248 g, 0.558 mol) was added to stirred dichloromethane (5000 mL) in a 10-liter glass reactor, fitted with a reflux condenser and a thermometer. Thereafter manganese (IV) oxide (305 g, 3.51 mol) was added to the reaction mixture. The reaction mixture was heated at reflux for 2 hours at 40°C. The precipitate of manganese oxides was separated by filtration; the damp cake on the filter was washed with dichloromethane (700 mL). The clear filtrate was poured into a 10-liter glass reactor, fitted with a stirrer, a distillation condenser and a thermometer. The reaction mixture was stirred while dichloromethane was distilled off at 40°C. Thereafter 96% ethanol (1000 mL) was added to the reaction mixture and the residual dichloromethane was removed by distillation at 50 to 55°C. The reaction mixture was stirred and cooled to -1 to -3°C. The precipitate was separated by filtration and washed with cold (0-5°C) 96% ethanol (200 mL). The yield was 216 g (90.3 %) of white crystalline (2,3-dimethylphenyl)-(3-trityl-3H-imidazol-4-yl)methanone, having a melting temperature of 172.5°C to 174.0°C.

References:

EP1918282,2008,A1 Location in patent:Page/Page column 5-6