2-Acetylthiophene → 1-(4,5-Dimethyl-2-thiazolyl)-1-(2-thienyl)ethanol
Reaction equation
C([Li])CCC.[CH3:6][C:7]1[N:8]=[CH:9][S:10][C:11]=1[CH3:12].[C:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:15])[CH3:14]>C(OCC)C>[CH3:6][C:7]1[N:8]=[C:9]([C:13]([C:16]2[S:17][CH:18]=[CH:19][CH:20]=2)([OH:15])[CH3:14])[S:10][C:11]=1[CH3:12]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
n-Butyllithium (2.5M solution in hexanes, 9.7 ml) was added dropwise to a stirred solution of 4,5-dimethylthiazole (2.5 g) in dry diethyl ether (30 ml) at -70° C. under an atmosphere of dry nitrogen. After 30 minutes, 2-acetylthiophene (3.1 g) in diethyl ether (20 ml) was added dropwise. After a further 1 hour the mixture was allowed to warm to room temperature and was then worked up in the normal fashion to yield the title compound.