反应 #46525

反应方程式

Dimethyl sulfide

8-benzylidene-5,6,7,8-tetrahydro-quinoline

ozone

→

title compound

收率 79.0%

6,7-Dihydro-5H-quinolin-8-one

收率 79.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   浓缩The mixture was concentrated in vacuo
2. 2
   其他the residue was purified by flash chromatography on silica gel (EtOAc)

实验过程

A solution of 8-benzylidene-5,6,7,8-tetrahydro-quinoline (4.30 g, 19.4 mmole) in CH2Cl2 (150 mL) was reacted with ozone at −78° C. for 30 minutes. Dimethyl sulfide (5 mL) was added, and the reaction was warmed to RT and stirred overnight. The mixture was concentrated in vacuo and the residue was purified by flash chromatography on silica gel (EtOAc). The title compound (2.20 g, 79%) was obtained as an off-white solid after drying in vacuo: MS (ES) m/e 148 (M+H)+.

来源