反应 #1482

反应方程式

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

溶剂

benzene

反应条件

后处理

1. 1
   温度The resulting solution was heated
2. 2
   温度to reflux for 18 h
3. 3
   浓缩concentrated under reduced pressure

实验过程

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.

来源