反応 #170662

反応方程式

(Z)-2-methyl-2-butenedioic acid dimethyl ester

N-bromosuccinimide

→

titled compound

収率 85.5%

(Z)-2-Bromomethyl-2-butenedioic acid dimethyl ester

収率 85.5%

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   温度at reflux
2. 2
   ろ過the insoluble substance was filtered off
3. 3
   濃縮the filtrate was concentrated
4. 4
   その他The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 18/1)

実験手順

To a solution of (Z)-2-methyl-2-butenedioic acid dimethyl ester (15.3 g) in carbon tetrachloride (300 ml) were added N-bromosuccinimide (25.8 g) and 2,2′-azobis(isobutyronitrile) (319 mg), and the mixture was stirred for 36 hours at reflux. After cooling the mixture to room temperature, the insoluble substance was filtered off, and the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/0 to 18/1) to give the titled compound (19.6 g).

出典