반응 #2912

반응 방정식

n-butyllithium

sodium hydrogen carbonate

trimethylsilylchloride

n-butyllithium

3-acetyl-2,5-dimethylfuran

4-Methylthiazole

→

title compound

1-(2,5-Dimethyl-3-furyl)-1-(4-methyl-5-thiazolyl)ethanol

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   온도After 30 minutes the mixture was again cooled to -70° C.
3. 3
   온도to warm to room temperature
4. 4
   workup.WAITAfter 30 minutes
5. 5
   추출the mixture was extracted with diethylether
6. 6
   세척The combined extracts were washed
7. 7
   기타dried
8. 8
   기타evaporated

실험 절차

4-Methylthiazole (6.51 g) in dry tetrahydrofuran (50 ml) was stirred under an atmosphere of dry nitrogen and cooled to -70° C. and n-butyllithium (2.5M solution in hexane, 29 ml) was added dropwise. After 30 minutes trimethylsilylchloride (7.14 g) was added and the mixture was allowed to warm to room temperature. After 30 minutes the mixture was again cooled to -70° C. and n-butyllithium (2.5M solution in hexane, 29 ml) was added dropwise. After 30 minutes 3-acetyl-2,5-dimethylfuran (10 g) was added dropwise. The mixture was stirred at -70° C. for 1 hour and was then allowed to warm to room temperature. After 30 minutes, aqueous sodium hydrogen carbonate was added and the mixture was extracted with diethylether. The combined extracts were washed, dried and evaporated to give the title compound which was recrystallised from diethylether. M.p. 100.5°-101.5° C.

출처