반응 #1470444

반응 방정식

hexane

4-fluorobutyltriphenylphosphonium bromide

potasium-tert-butoxide

3-fluorobenzaldehyde

→

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

수율 79.6%

용매

tetrahydrofuran

THF

반응 조건

후처리

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

실험 절차

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%).

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