反应 #927253

反应方程式

1-(7-carboxyheptyl)-cyclopropene

Triethylamine

methylchloroformate

→

7-cycloprop-1-enyl-heptanoic acid ethyl ester

收率 75.0%

溶剂

ether

反应条件

后处理

1. 1
   其他the reaction mixture was transferred to a separatory funnel
2. 2
   洗涤The ether phase was washed with water (2×) and brine
3. 3
   干燥dried over magnesium sulfate
4. 4
   过滤filtered
5. 5
   workup.DISSOLUTIONThe product was dissolved in ethanol
6. 6
   温度cooled in an ice bath
7. 7
   workup.ADDITIONtreated with 1 ml of a 21% sodium ethoxide in ethanol solution
8. 8
   workup.ADDITIONwater and ether were added
9. 9
   洗涤The ether phase was washed with 1N sodium hydroxide solution, water, and brine
10. 10
    干燥dried over magnesium sulfate
11. 11
    过滤filtered

实验过程

A solution of 220 mg (1.3 mmol) of 1-(7-carboxyheptyl)-cyclopropene in ether was cooled to 0° C. Triethylamine (0.20 g, 2 mmol) was added, then 0.12 g (1.3 mmol) of methylchloroformate was added. After 2 hours at 0° C., the reaction mixture was transferred to a separatory funnel. The ether phase was washed with water (2×) and brine, dried over magnesium sulfate, filtered and stripped. The product was dissolved in ethanol, cooled in an ice bath and treated with 1 ml of a 21% sodium ethoxide in ethanol solution. The reaction mixture was stirred ½ hour, then water and ether were added. The ether phase was washed with 1N sodium hydroxide solution, water, and brine, dried over magnesium sulfate, filtered and stripped to give 10 mg of 75% pure 7-cycloprop-1-enyl-heptanoic acid ethyl ester.

来源