Реакция #684959

ord-c8b59da672be474998bc6fc2c9998c2d

Уравнение реакции

O
water
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)Br
t-butyl bromide
C#CCCC(=O)O
4-pentynoic acid
C#CCCC(=O)OC(C)(C)C
title compound
C#CCCC(=O)OC(C)(C)C
t-Butyl 4-pentynoate

Растворители

Условия реакции

Температура
55°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияthe reaction mixture was extracted with ethyl acetate
  2. 2
    Промывкаwashed with water
  3. 3
    Сушкаdried over anhydrous magnesium chloride
  4. 4
    Фильтрацияfiltered through silica gel
  5. 5
    КонцентрированиеThe filtrate was concentrated under reduced pressure

Методика

Benzyltriethylammonium chloride (5.92 g), potassium carbonate (93.4 g), and t-butyl bromide (143 ml) were added to a solution of 4-pentynoic acid (2550 mg) in N,N-dimethylacetamide (230 ml), and this reaction mixture was stirred at 55° C. for 24 hours. After water was added, the reaction mixture was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium chloride, and then filtered through silica gel. The filtrate was concentrated under reduced pressure to give the title compound (2.10 g). This compound was used in the following reaction without further purification.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07897387B2uspto-grants-2011_03