تفاعل #1482

ord-71d8a412e47743ae868fcc2cf8c525e8

معادلة التفاعل

OCCO
ethylene glycol
CC(=O)c1ccc2c(c1)C(=O)CCC2(C)C
3,4-dihydro-4,4-dimethyl-7-acetyl-naphthalen-1(2H)-one
Cc1ccc(S(=O)(=O)O)cc1.O
p-toluenesulfonic acid monohydrate
CC(=O)c1ccc2c(c1)C(C)(C)CCC2=O
3,4-dihydro-4,4-dimethyl-6-acetyl-naphthalen-1(2H)-one
CC1(C)CCC(=O)c2ccc(C3(C)OCCO3)cc21
title compound
CC1(C)CCC(=O)c2ccc(C3(C)OCCO3)cc21
6-(2-methyl-1,3-dioxolan-2-yl)-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-one

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723666uspto-grants-1998_03