反应 #1470444

反应方程式

hexane

4-fluorobutyltriphenylphosphonium bromide

potasium-tert-butoxide

3-fluorobenzaldehyde

→

3-(5-fluoro-1-pentenyl)fluorobenzene

收率 79.6%

溶剂

tetrahydrofuran

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added under ice cooling
2. 2
   workup.STIRRINGthe mixture was stirred for one hour at room temperature
3. 3
   过滤the crystals deposited were filtered off
4. 4
   浓缩The filtrate was concentrated
5. 5
   workup.DISTILLATIONdistilled (93° C./6 mmHg)

实验过程

To a mixture of 4-fluorobutyltriphenylphosphonium bromide 273 g (660 mmol) and tetrahydrofuran (abbreviated THF hereinafter) 1000 ml, potasium-tert-butoxide 88 g (684 mmol) was added under ice cooling and stirred for one hour. Then, under ice cooling, a solution of 3-fluorobenzaldehyde 74 g (596 mmol) in THF 200 ml was added dropwise, and the mixture was stirred for one hour at room temperature. The reaction mixture was poured into hexane 1000 ml, and the crystals deposited were filtered off. The filtrate was concentrated, and distilled (93° C./6 mmHg) to obtain 3-(5-fluoro-1-pentenyl)fluorobenzene 86 g. (Yield:79.6%).

来源