反応 #2514

反応方程式

o-Anisidine

sodium hydroxide

4-chloromethylbenzoyl chloride

→

title compound

収率 94.3%

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

収率 94.3%

溶媒

methylene chloride

反応条件

後処理

1. 1
   温度with cooling in an ice bath
2. 2
   抽出the reaction mixture was extracted with methylene chloride
3. 3
   洗浄washed with 1N hydrochloric acid, water and saturated brine in that order
4. 4
   乾燥After drying on anhydrous magnesium sulfate
5. 5
   その他the solvent was removed by evaporation
6. 6
   その他the resulting light beige solid was purified by recrystallization (ether-hexane)

実験手順

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.

出典