2-Bromophenol → HCID 17952544, compound

Participants

Reaction Conditions

Reaction Steps

Bromophenol (3.8 mL, 32.6 mmol), benzhydrylazetidinol (7.8 g, 32.6 mmol) and triphenylphosphine (12.8 g, 28.9 mmol) were dissolved in THF (200 mL) under nitrogen and cooled to 0° C. Diisopropyl azodicarboxylate (9.7 mL, 48.9 mmol) was added dropwise over 30 minutes, and the mixture was stirred for about 96 hours at r.t. Diethyl ether (400 mL) was added, and the solution was washed with 5 N NaOH (2×50 mL) and brine (50 mL), and then dried over magnesium sulfate and concentrated to a colorless oil. Purification by silica gel chromatography (4:1 hexanes/ethyl acetate) gave the title compound as a colorless oil (7.0 g, 55%).

Provenance & Evidence