反応 #2467933

反応方程式

3,5-dibromobenzaldehyde

potassium t-butoxide

ammonium chloride

→

3,5-dibromostyrene

収率 79.3%

溶媒

Tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   温度cooling
2. 2
   温度The resultant slurry was cooled to −78° C.
3. 3
   workup.ADDITIONwas added dropwise
4. 4
   温度to warm to room temperature
5. 5
   workup.STIRRINGstirred for 1 hr
6. 6
   抽出The product was extracted with ethyl acetate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   その他the residue was purified with silica-gel column chromatography

実験手順

Tetrahydrofuran (20 mL) was added to methyltriphenylphosphonium bromide (3.150 g, 8.8 mmol). Then potassium t-butoxide (0.989 g, 8.8 mmol) was added herein small portions with ice-cooling, and the mixture was stirred at room temperature for 1 hr. The resultant slurry was cooled to −78° C. and a tetrahydrofuran (20 mL) solution containing 3,5-dibromobenzaldehyde (1.519 g, 5.8 mmol) was added dropwise. The reaction solution was allowed to warm to room temperature and stirred for 1 hr, and then a saturated ammonium chloride aqueous solution was added to the reaction solution. The product was extracted with ethyl acetate, the solvent was distilled off under reduced pressure, and the residue was purified with silica-gel column chromatography to obtain 3,5-dibromostyrene (1.2 g, 4.6 mmol).

出典