반응 #2467933

반응 방정식

3,5-dibromobenzaldehyde

potassium t-butoxide

ammonium chloride

→

3,5-dibromostyrene

수율 79.3%

용매

Tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   온도cooling
2. 2
   온도The resultant slurry was cooled to −78° C.
3. 3
   workup.ADDITIONwas added dropwise
4. 4
   온도to warm to room temperature
5. 5
   workup.STIRRINGstirred for 1 hr
6. 6
   추출The product was extracted with ethyl acetate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
8. 8
   기타the residue was purified with silica-gel column chromatography

실험 절차

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).

출처