Carbon tetrabromide → tert-Butyl N-(2-bromoethyl)carbamate

Participants

Reaction Steps

To an ice-cooled solution of (N-Boc)-2-aminoethanol (2.5 g, 15.5 mmol) and carbon tetrabromide (7.5 g, 22.7 mmol) in dry benzene (25 ml), was added triphenyl phosphine (4.7 g, 17.9 mmol) in small portions over 10-15 min. After 30 min. solvent was evaporated and the product immediately purified by silica gel column chromatography to get (N-Boc)-2-aminoethylbromide (5.53 g, 790%).

Provenance & Evidence