Allyl Alcohol → 3-(Allyloxycarbonyl)methylimidazo[5,1-b]thiazole

반응식

[O-]CC.[Na+].[CH2:5]([OH:8])[CH:6]=[CH2:7].C([O:11][C:12]([CH2:14][C:15]1[N:16]2[CH:22]=[N:21][CH:20]=[C:17]2[S:18][CH:19]=1)=O)C>>[CH2:5]([O:8][C:12]([CH2:14][C:15]1[N:16]2[CH:22]=[N:21][CH:20]=[C:17]2[S:18][CH:19]=1)=[O:11])[CH:6]=[CH2:7]

참가 물질

반응물 3

HCID 7858Allyl Alcohol

HCID 2723922Sodium ethoxide

HCID 196050653-Ethoxycarbonylmethylimidazo[5,1-b]thiazole

생성물 1

HCID 196050123-(Allyloxycarbonyl)methylimidazo[5,1-b]thiazole

실험 절차

A 30 mg potion of a sodium ethoxide powder was added to 6.2 ml of an allyl alcohol solution containing 314.2 mg of 3-ethoxycarbonylmethylimidazo[5,1-b]thiazole, and the mixture was then was then heated under reflux for 7 hours. After cooled, the reaction solution was concentrated under reduced pressure, and the organic layer extracted with dichloromethane (10 ml×4) was dried over anhydrous magnesium sulfate, and then filtered, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by a silica gel column chromatograph to obtain 240.4 mg of the title compound as a colorless solid.