Thionyl Chloride → HCID 21023608, compound

Participants

Reaction Steps

Thionyl chloride (1.0 M in CH2Cl2, 6.0 ml, 6.0 mmol) was added dropwise to a solution of ((R)-3-(4-fluorophenyl)-4,5-dihydroisoxazol-5-yl)methanol (1.1 g, 5.6 mmol) in methylene chloride (10 ml) at 0° C. for 1 hour. Then the reaction mixture was allowed to warm to room temperature over 6 hours. The product was isolated and purified by removal of solvent under reduced pressure, followed by preparative chromatography (1:9 MeOH:CH2Cl2) to yield (5R)-5-(chloromethyl)-3-(4-fluorophenyl)-4,5-dihydroisoxazole (1.0 g, 4.8 mmol) as a colorless oil.

Provenance & Evidence