Iodine → HCID 66684559, compound

Participants

Reaction Steps

To a solution of (R)-N-(1-(2-bromo-5-fluorophenyl)but-3-en-1-yl)acetamide (I-46) (1.50 g, 5.24 mmol) in THF (12 mL) was added water (3 mL) followed by iodine (4.0 g, 15.7 mmol). After stirring 6 hours the reaction mixture was poured into a mixture of saturated aqueous NaHCO3 (30 mL) and saturated aqueous Na2S2O3 (25 mL), extracted with EtOAc (2×40 mL), washed successively with saturated aqueous Na2S2O3, water and brine, dried over sodium sulfate and concentrated to dryness to give (5R)-5-(2-bromo-5-fluorophenyl)pyrrolidin-3-yl acetate (I-47) as a pale amber oil, which was used without purification in the next step. MS m/z 302.0, 304.0 (M+1)+.

Provenance & Evidence