تفاعل #59103

معادلة التفاعل

triphenylphosphine

triethylamine

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

allyl alcohol

triethylborane

lithium chloride

→

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

المذيبات

THF

sodium bicarbonate

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىat room temperature
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلOrganics were washed with brine
4. 4
   تجفيفdried with sodium sulfate
5. 5
   تركيزconcentrated
6. 6
   أخرىCrude product was purified

الإجراء التجريبي

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.

المصدر