Water → (Dimethyl-1,3-thiazol-5-yl)methanol

A solution of ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate (5.0 g) in THF (50 ml) was added dropwise to a solution of aluminum lithium hydride (1.1 g) in THF (150 ml) under ice-cooling. After stirred at room temperature for 4 hours, water (1.1 ml), 15% sodium hydroxide solution (1.1 ml) and water (3.3 ml) were added thereto, and the mixture was stirred for 10 minutes. The mixture was filtered with Celite, and washed with methanol. The solvent was removed under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=1/2) to give (2,4-dimethyl-1,3-thiazol-5-yl)methanol (2.0 g).

1. temperaturecooling
2. stirringthe mixture was stirred for 10 minutes
3. filtrationThe mixture was filtered with Celite
4. washwashed with methanol
5. customThe solvent was removed under reduced pressure
6. customthe resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=1/2)

ORD record

ord-be281974150d4bd69f65e71a28bc3d4f

Source dataset

uspto-grants-2005_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06936602B1