반응 #568402

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

용매

benzene

반응 조건

후처리

1. 1
   온도The resulting solution was heated
2. 2
   온도to reflux for 18 h
3. 3
   농축concentrated 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.

출처