反応 #2383786

反応方程式

4-chlorobutyric acid

allyl alcohol

hexane

→

title compound

収率 79.0%

Allyl 4-chlorobutyrate

収率 79.0%

溶媒

water

反応条件

後処理

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

実験手順

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.

出典