반응 #46525

반응 방정식

Dimethyl sulfide

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

ozone

→

title compound

수율 79.0%

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

수율 79.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   농축The mixture was concentrated in vacuo
2. 2
   기타the residue was purified by flash chromatography on silica gel (EtOAc)

실험 절차

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)+.

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