تفاعل #52861

معادلة التفاعل

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

المذيبات

benzene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe resulting solution was heated
2. 2
   درجة الحرارةto reflux for 18 h
3. 3
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر