Реакция #582529

Уравнение реакции

NaHCO3

hydroxy-acetophenone

toluene

→

desired product

2-Pent-3-enyl-3,4-dihydro-2H-pyran

Условия реакции

Обработка

1. 1
   Температураwas heated
2. 2
   Температураunder reflux overnight
3. 3
   Экстракцияthe separated aqueous phase was extracted with MTBE
4. 4
   ПромывкаThe combined organic layers were washed with brine
5. 5
   Сушкаdried over MgSO4
6. 6
   ДругоеThe crude, obtained
7. 7
   Другоеafter evaporation of the solvents
8. 8
   Другоеwas purified by chromatography (SiO2, EtOAc/Hexane)

Методика

The acetyl derivative derived from the fragrant lactone (5 mmol) and pyridine (3-4 drops, 0.1 eq.) was added to a suspension of the hydroxy-acetophenone (10 mmol) in toluene (10 ml) The mixture was heated under reflux overnight. It was then poured into aq. NaHCO3 (sat.) and the separated aqueous phase was extracted with MTBE. The combined organic layers were washed with brine and dried over MgSO4. The crude, obtained after evaporation of the solvents, was purified by chromatography (SiO2, EtOAc/Hexane) to afford the desired product as a colorless to pale yellow oil.

Источник