反応 #59103

反応方程式

triphenylphosphine

triethylamine

2-(2-fluoro-5-nitrophenyl) propanal

allyl alcohol

triethylborane

lithium chloride

→

2-(2-fluoro-5-nitrophenyl)-2-methylpent-4-enal

溶媒

THF

sodium bicarbonate

THF

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄Organics were washed with brine
4. 4
   乾燥dried with sodium sulfate
5. 5
   濃縮concentrated
6. 6
   その他Crude product was purified

実験手順

To a solution of palladium acetate (0.1 eq), triphenylphosphine (0.2 eq), lithium chloride (1.0 eq) in THF were sequentially added 2-(2-fluoro-5-nitrophenyl) propanal (1.1 eq) in THF, allyl alcohol (1.0 eq), triethylamine (1.2 eq) and triethylborane (2.4 eq) under nitrogen at room temperature. Solution was allowed to stir for 2 h. Mixture was diluted with saturated solution of sodium bicarbonate, extracted with ethyl acetate. Organics were washed with brine, dried with sodium sulfate and concentrated. Crude product was purified using flash chromatography (85% Hex: 15% EtoAc) on silica to afford 2-(2-fluoro-5-nitrophenyl)-2-methylpent-4-enal.

出典