反应 #927251

反应方程式

1,1,2-Tribromo-2-(7-carboxyheptyl)-cyclopropane

ether

Methyllithium

Water

→

7-cycloprop-1-enyl-heptanoic acid

反应条件

后处理

1. 1
   workup.WAITThe reaction mixture was put in an ice bath for 5 minutes
2. 2
   其他recooled to −78° C. until workup
3. 3
   温度was warmed to room temperature
4. 4
   其他The aqueous phase was separated
5. 5
   萃取the ether phase was extracted with three times with 1N NaOH solution
6. 6
   萃取extracted with ether three times
7. 7
   洗涤The ether extracts were washed with brine
8. 8
   干燥dried over magnesium sulfate

实验过程

1,1,2-Tribromo-2-(7-carboxyheptyl)-cyclopropane (1.28 g, 3.1 mmol) was dissolved in 60 ml of ether and cooled to −78° C. Methyllithium (9.0 ml, 12.6 mmol) was added and the reaction was stirred at −78° C. for two hours. The reaction mixture was put in an ice bath for 5 minutes, then recooled to −78° C. until workup. Water was added to the reaction mixture, which was warmed to room temperature. The aqueous phase was separated, and the ether phase was extracted with three times with 1N NaOH solution. The combined aqueous extracts were acidified with aqueous HCl, and extracted with ether three times. The ether extracts were washed with brine, dried over magnesium sulfate and stripped to give 300 mg of 7-cycloprop-1-enyl-heptanoic acid.

来源