反応 #676423

反応方程式

water

t-BuOK

benzyltriphenylphosphonium bromide

( 62 )

4-(4-bromo-5-(4-methoxyphenyl)thiophen-2-yl)benzaldehyde

→

(E)-3-bromo-2-(4-methoxyphenyl)-5-(4-styrylphenyl)thiophene

収率 47.0%

溶媒

THF

chloroform

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction mixture was stirred at RT for 3 h
2. 2
   抽出followed by extraction with chloroform
3. 3
   乾燥The combined extracts were dried over anhydrous MgSO4 and solvent
4. 4
   その他evaporated to half of its initial volume
5. 5
   その他by rotary evaporation
6. 6
   その他the resulting light yellow precipitation
7. 7
   ろ過was filtered
8. 8
   その他dried (9.63 g; 47% yield)

実験手順

A mixture of benzyltriphenylphosphonium bromide (23.7 g, 54.7 mmol) and (62) (17 g, 45.5 mmol) was dispersed in chloroform (300 mL) and stirred at RT under argon atmosphere for 15 min. A solution of t-BuOK (10.3 g, 91 mmol) in anhydrous THF (80 mL) was added dropwise. The reaction mixture was stirred at RT for 3 h. Then water was added, followed by extraction with chloroform. The combined extracts were dried over anhydrous MgSO4 and solvent evaporated to half of its initial volume by rotary evaporation; the resulting light yellow precipitation was filtered and dried (9.63 g; 47% yield).

出典