反应 #2383786

ord-94d63f3bf0544516b297b5d11806b7ff

反应方程式

O=C(O)CCCCl
4-chlorobutyric acid
C=CCO
allyl alcohol
CCCCCC
hexane
C=CCOC(=O)CCCCl
title compound
收率 79.0%
C=CCOC(=O)CCCCl
Allyl 4-chlorobutyrate
收率 79.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwas added
  2. 2
    温度The obtained mixture was heated for 5 hours
  3. 3
    其他was simultaneously removed with Dean-Stark apparatus (Vogel's Textbook of Practical Organic Chemistry, Fourth Ed., Longman, London, 1978, p. 411)
  4. 4
    干燥The obtained solution was dried with magnesium sulfate
  5. 5
    过滤after the filtration of the drying agent hexane
  6. 6
    其他was evaporated
  7. 7
    workup.DISTILLATIONThe crude residue was distilled under reduced pressure 10 mbar at the temperature of 95° C.

实验过程

To a mixture of 4-chlorobutyric acid (48 ml; 0.48 mole), allyl alcohol (200 ml) and hexane (1.2 l) p-toluenesulfonic acid (16.0 g; 0.08 mole) was added. The obtained mixture was heated for 5 hours at reflux temperature in such a way that water was simultaneously removed with Dean-Stark apparatus (Vogel's Textbook of Practical Organic Chemistry, Fourth Ed., Longman, London, 1978, p. 411). The mixture was then cooled to room temperature and shaken with 7% aqueous sodium hydrogencarbonate solution (2×500 ml). The obtained solution was dried with magnesium sulfate and after the filtration of the drying agent hexane was evaporated. The crude residue was distilled under reduced pressure 10 mbar at the temperature of 95° C. and the title compound (61.2 g; 79%) was obtained in the form of a colourless oil.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06489318B1uspto-grants-2002_12