Реакция #2915

Уравнение реакции

sodium hydrogen carbonate

3-acetylthiophene

n-Butyllithium

2-trimethylsilylthiazole

→

title compound

1-(5-Thiazolyl)-1-(3-thienyl)ethanol

Растворители

diethylether

diethylether

diethylether

Условия реакции

Обработка

1. 1
   workup.WAITleft
2. 2
   Другоеthe organic layer was separated
3. 3
   ЭкстракцияThe aqueous layer was extracted with diethylether
4. 4
   Промывкаwashed
5. 5
   Другоеdried
6. 6
   Другоеevaporated
7. 7
   Другоеthe residue was purified by flash chromatography

Методика

n-Butyllithium (2.5M solution in hexane, 5.6 ml) in diethylether (25 ml) was stirred at -70° C. under a nitrogen atmosphere and 2-trimethylsilylthiazole (2 g) in diethylether (25 ml) was added dropwise. After 30 minutes 3-acetylthiophene (1.93 g) in diethylether (25 ml) was added dropwise. After a further 45 minutes the mixture was allowed to warm to room temperature and then left to stir for a further 1 hour. Saturated aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The organic layers were combined, washed, dried and evaporated and the residue was purified by flash chromatography to give the title compound as an oil.

Источник