Imidazole → HCID 18394781, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 11-4 (2.0 g, 6.26 mmol), PPh3 (2.63 g, 10.0 mmol), imidazole (725 mg, 10.6 mmol) and CH3CN (30 mL) at 0° C. was added I2 (2.39 g, 9.39 mmol) in five portions over 15 minutes. After 20 minutes, the reaction was warmed to 50° C. for 30 minutes and then poured into 200 mL 1:1 EtOAc/hexanes. The solution was washed with 10% sodium bisulfite, sat NaHCO3, brine, dried (MgSO4) and concentrated. Flash chromatography (silica, 40% EtOAc/hexanes) gave 11-5 as an oil.

Provenance & Evidence