反应 #2331294

反应方程式

Thionyl chloride

benzo(1,3)dioxol-5-yl-acetic acid

sodium hydroxide

N,O-dimethylhydroxylamine hydrochloride

benzo(1,3)dioxol-5-yl-acetyl chloride

→

2-benzo(1,3)dioxol-5-yl-N-methoxy-N-methylacetoamide

收率 95.2%

溶剂

toluene

dimethylformamide

water

toluene

反应条件

后处理

1. 1
   workup.DISTILLATIONafter distilling out the solvent
2. 2
   其他to yield unpurified benzo(1,3)dioxol-5-yl-acetyl chloride
3. 3
   workup.STIRRINGthe mixture was stirred for 3 hours
4. 4
   萃取The reaction mixture was extracted with toluene
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   其他from which the solvent was evaporated

实验过程

Thionyl chloride (39.6 g) and a drop of dimethylformamide were added to a solution of benzo(1,3)dioxol-5-yl-acetic acid (30.0 g) in toluene (200 ml) and then the mixture was stirred for 2.5 hours at 60° C., after distilling out the solvent, to yield unpurified benzo(1,3)dioxol-5-yl-acetyl chloride. A solution of sodium hydroxide (20.0 g) in water (150 ml) was added to a solution of N,O-dimethylhydroxylamine hydrochloride (19.5 g) in toluene (200 ml) at 0° C., and further the unpurified benzo(1,3)dioxol-5-yl-acetyl chloride was added thereto, and then the mixture was stirred for 3 hours. The reaction mixture was extracted with toluene and dried over anhydrous magnesium sulfate, and from which the solvent was evaporated to yield unpurified 2-benzo(1,3)dioxol-5-yl-N-methoxy-N-methylacetoamide (35.4 g).

来源