반응 #1482

ord-71d8a412e47743ae868fcc2cf8c525e8

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723666uspto-grants-1998_03