Water → 3-(2-Methyl-1,3-thiazol-5-yl)propan-1-ol
Reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][C:9](OC)=[O:10])=[CH:5][N:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][CH2:9][OH:10])=[CH:5][N:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 10.9 g of methyl 2-methyl-5-thiazolepropanoate in 70 ml of tetrahydrofuran was slowly added with stirring at 10° to 15° C. to a mixture of 3.42 g of lithium aluminum hydride in 125 ml of tetrahydrofuran and the mixture was stirred for about 30 minutes. Tetrahydrofuran containing 20% of water was slowly added to the mixture which was then filtered. The residue was washed with ethyl acetate; the filtrate was dried over magnesium sulfate and evaporated to dryness to obtain 8.4 g of raw product which was rectified under reduced pressure to obtain 6.4 g of 2-methyl-5-thiazole-propanol with a boiling point of 106° C. at 0.05 mm Hg.