Imidazole → HCID 21180673, compound

Participants

Reaction Steps

A solution of 2.00 g (11.6 mmol) of 3-(3,4difluorophenyl)propanol (from EXAMPLE 199, Step A), 3.96 g (15.1 mmol) of triphenylphosphine and 1.03 g (15.1 mmol) of imidazole in 2:1 v/v ether/CH3CN at 0° C. was treated with 4.10 g (16.3 mmol) of iodine. The resulting mixture was warmed to rt and stirred for 1 h. The mixture was diluted with 200 mL ether, and washed with sat'd Na2S2O3 (2×30 mL) and sat'd CuSO4 (30 mL). The organic phase was dried over MgSO4 and concentrated. The residue was partially dissolved in ether and filtered to remove triphenylphosphine oxide. The filtrate was concentrated. Flash chromatography on silica gel using 4:1 v/v hexanes/EtOAc afforded 3.25 g (99%) of the title compound.

Provenance & Evidence