Sodium Bicarbonate → 1-(4-Fluorophenyl)-1-(4-methyl-5-oxazolyl)methanol

Participants

Reaction Steps

4-Methyl-5-oxazolecarbaldehyde (770 mg) in dry tetrahydrofuran (15 ml) was added dropwise to a stirred solution of 4-fluorophenyl magnesium bromide (1M solution in tetrahydrofuran, 7.3 ml) in tetrahydrofuran (30 ml) at -70° C. under an atmosphere of dry nitrogen. After 1 hour the mixture was allowed to warm to room temperature and was then poured into saturated aqueous sodium hydrogen carbonate. Extraction with ethyl acetate followed by flash chromatography gave the title compound. M.p. 102.5°-104° C.

Provenance & Evidence