Реакция #63005

ord-b9c46c681b884c24ae14b41e12d792e2

Уравнение реакции

C=CCO
Allyl alcohol
C=COCC
ethyl vinyl ether
CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)C2
dl-Camphorsulfonic acid
C=CCOC(C)OCC
title product
C=CCOC(C)OCC
3-[1-(Ethoxy)ethoxy]-1-propene

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ПромывкаThe mixture was then washed 1×100 ml
  2. 2
    Сушкаbrine, dried

Методика

Allyl alcohol (46.8 ml. 40 g., 0.69 mol) and ethyl vinyl ether (98.8 ml., 74.5 g., 1.033 mols) were stirred together at -12°. dl-Camphorsulfonic acid (150 mg.) was added acid and stirring continued for 3 hours at that temperature. The mixture was then washed 1×100 ml. saturated NaHCO3, 1×100 ml. brine, dried and stripped to yield title product as an oil (100 ml., essentially quantitative yield). 1H-nmr: 1.14 (t, 3H), 1.29 (d, 3H), 3.56 (dp, 2H), 4.06 (m, 2H), 4.75 (q, 1H), 5.26 (m, 2H), 5.99 (m, 1H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04762921uspto-grants-1988_08