反应 #1340598

反应方程式

ether

bromine

3-hydroxy-3-ethyl-1-pentyne

n-butyl-lithium

→

title compound

1-Bromo-3-hydroxy-3-ethyl-pentyne

溶剂

water

THF

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added, during 20 minutes
2. 2
   温度by re-heating to 25° C., during about 1 hour

实验过程

To a solution of 3-hydroxy-3-ethyl-1-pentyne (20 mmol) in dry THF (40 ml) at room temperature was added n-butyl-lithium (42 mmol, 1.6M in hexanes) during 10 minutes. After stirring for 30 minutes, the solution was cooled to −40° C. and a solution of bromine (1.13 ml, 3.52 g, 22 mmol) in dry THF (20 ml), also cooled to −40° C., was added, during 20 minutes, followed by re-heating to 25° C., during about 1 hour. Standard work-up after addition of ether and water (chromatography: 0% to 10% ether in petroleum ether) gave the title compound.

来源