反应 #927249

反应方程式

Triethylamine

acetyl chloride

1-(7-hydroxyheptyl)-cyclopropene

acetyl chloride

triethylamine

→

1-(7-acetoxyheptyl)-cyclopropene

溶剂

ether

ether

ether

反应条件

后处理

1. 1
   workup.STIRRINGthe reaction was stirred at 5° C. until GC analysis
2. 2
   洗涤washing the organic phase with water, dilute HCl solution (diluted 1M aqueous HCl), potassium carbonate solution (2×), water and brine
3. 3
   干燥The ether phase was dried over magnesium sulfate
4. 4
   workup.ADDITIONHexane was added

实验过程

A solution of 2.5 mmol of 1-(7-hydroxyheptyl)-cyclopropene in 5 ml of ether was cooled in an ice bath. Triethylamine (0.44 ml) and 0.21 g (2.7 mmol) of acetyl chloride were added, and the reaction mixture was stirred 1 hour at 5° C. Additional acetyl chloride (0.11 g), ether and triethylamine were added, and the reaction was stirred at 5° C. until GC analysis indicated 95% conversion. The reaction was worked up by adding more ether and washing the organic phase with water, dilute HCl solution (diluted 1M aqueous HCl), potassium carbonate solution (2×), water and brine. The ether phase was dried over magnesium sulfate and stripped. Hexane was added and the reaction was stripped again to give 1-(7-acetoxyheptyl)-cyclopropene.

来源