반응 #2514

반응 방정식

o-Anisidine

sodium hydroxide

4-chloromethylbenzoyl chloride

→

title compound

수율 94.3%

4-Chloromethyl-N-(2-methoxyphenyl)benzamide

수율 94.3%

용매

methylene chloride

반응 조건

후처리

1. 1
   온도with cooling in an ice bath
2. 2
   추출the reaction mixture was extracted with methylene chloride
3. 3
   세척washed with 1N hydrochloric acid, water and saturated brine in that order
4. 4
   건조After drying on anhydrous magnesium sulfate
5. 5
   기타the solvent was removed by evaporation
6. 6
   기타the resulting light beige solid was purified by recrystallization (ether-hexane)

실험 절차

o-Anisidine (0.69 ml, 6.0 mmol) was dissolved in methylene chloride (10 ml) and, with cooling in an ice bath, mixed with 20% sodium hydroxide (5 ml) and 4-chloromethylbenzoyl chloride (1.17 g, 6.0 mmol). After 30 minutes of stirring at the same temperature, the reaction mixture was extracted with methylene chloride and then washed with 1N hydrochloric acid, water and saturated brine in that order. After drying on anhydrous magnesium sulfate, the solvent was removed by evaporation, and the resulting light beige solid was purified by recrystallization (ether-hexane) to obtain 1.56 g (94.2%) of the title compound in the form of colorless needle crystals.

출처