Carbon tetrabromide → HCID 54215955, compound

Participants

Reaction Conditions

Reaction Steps

Triphenylphosphine (2.24 g, 8.50 mmol) was added in four portions over 10 minutes to an ice cooled mixture of (S)-1-(2-hydroxy-1-methylethyl)-2,5-dimethylpyrrole (1.0 g, 6.54 mmol) and carbon tetrabromide (3.03 g, 9.15 mmol) in 50 mL of acetonitrile. The mixture was stirred at 0° C. for 1.5 h, room temperature for 18 h, and 50° C. for 6 h. The solvent was removed in vacuo. The residue was purified by flash column chromatography on 70 g of silica gel, eluting with 1 L of 15% dichloromethane in hexane to give 1.22 g (85% yield) of (S)-1-(2-bromo-1-methylethyl)-2,5-dimethylpyrrole as a yellow liquid.

Provenance & Evidence