반응 #1482
ord-71d8a412e47743ae868fcc2cf8c525e8
반응 방정식
ethylene glycol
3,4-dihydro-4,4-dimethyl-7-acetyl-naphthalen-1(2H)-one
p-toluenesulfonic acid monohydrate
3,4-dihydro-4,4-dimethyl-6-acetyl-naphthalen-1(2H)-one
→
title compound
6-(2-methyl-1,3-dioxolan-2-yl)-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one
반응물
시약
없음
용매
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도The resulting solution was heated
- 2온도to reflux for 18 h
- 3농축concentrated under reduced pressure
실험 절차
A solution of 1.80 g (8.34 mmol) of a 1:5 mixture of 3,4-dihydro-4,4-dimethyl-7-acetyl-naphthalen-1(2H)-one (Compound D14a); and 3,4-dihydro-4,4-dimethyl-6-acetyl-naphthalen-1(2H)-one (Compound D14b) in 50 mL benzene was combined with 517.7 mg (8.34 mmol) of ethylene glycol and 20.0 mg (0.11 mmol) of p-toluenesulfonic acid monohydrate. The resulting solution was heated to reflux for 18 h, cooled to room temperature, and concentrated under reduced pressure. The title compound was isolated by column chromatography (10% EtOAc-hexanes) as a colorless oil.