4-Methyl-5-(2-hydroxyethyl)thiazole → 1-(5-(2-Hydroxyethyl)-4-methyl-2-thiazolyl)-1-(3-thienyl)ethanol

Participants

Reaction Steps

n-Butyllithium (2.5M solution in hexanes, 75 mmoles) was added to a stirred solution of 5-(2-hydroxyethyl)-4-methylthiazole (35 mmoles) in dry tetrahydrofuran (80 ml) at -70° C. under an atmosphere of dry nitrogen. After 30 minutes, 3-acetylthiophene (38 mmoles) in dry tetrahydrofuran (10 ml) was added dropwise. After 1 hour the mixture was allowed to warm to room temperature and was then stirred overnight. The normal work-up followed by column chromatography then gave the title compound.

Provenance & Evidence