Реакция #6024

ord-02742acc49b343f1b44fb58c1729b32d

Уравнение реакции

CC=Cc1cc(C(=O)OC)ccc1O
methyl 4-hydroxy-3-propenylbenzoate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C=CCBr
allyl bromide
C=CCOc1ccc(C(=O)OC)cc1CC=C
title compound
Выход 87.0%
C=CCOc1ccc(C(=O)OC)cc1CC=C
methyl 3-(2-propen-1-yl)-4-(2-propen-1-yloxy)benzoate
Выход 87.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture was filtered through Celite
  2. 2
    Промывкаthe filter cake was washed with more acetone and dichloromethane
  3. 3
    ДругоеAfter removing the solvents
  4. 4
    workup.DISTILLATIONthe resulting oil was distilled under high vacuum

Методика

A solution of 3.04 g (15.8 mmol) of methyl 4-hydroxy-3-propenylbenzoate (Example 42, Step B) was refluxed with anhydrous potassium carbonate (4.37 g, 2 equiv) and allyl bromide (3.5 mL, 2.5 equiv) in acetone overnight. The mixture was filtered through Celite and the filter cake was washed with more acetone and dichloromethane. After removing the solvents, the resulting oil was distilled under high vacuum to give 3.2 g (87%) of the title compound.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05246944uspto-grants-1993_09