Sodium Carbonate → 2-Bromo-N-(4-chloro-2-(hydroxymethyl)phenyl)acetamide

Participants

Reaction Steps

To a solution of (2-amino-5-chlorophenyl)methanol (4.30 g, 27.3 mmol) in dichloromethane (220 ml) was added 2-bromoacetyl bromide (6.06 g, 2.61 ml, 30.0 mmol) at 0-5° C. Stirring for 5 minutes was followed by dropwise addition of aqueous 2 M sodium carbonate solution (130 ml) during approximately 10 minutes. The cooling bath was removed, and stirring was continued for 2 h. The solvent was removed in vacuo. The aqueous residue was extracted with three 100-ml portions of ethyl acetate. The combined organic layers were washed with one 50-ml portion of brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (7.30 g, 96%) as light grey solid, which was used in the next step without purification. MS m/e: 276 ([M+H]+).

Provenance & Evidence