Synlett 1992; 1992(6): 491-492
DOI: 10.1055/s-1992-21388
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Synthesis of N-Acyl α-Amino Ketones: Direct Acylation of α-Amino Ketone Hydrochloride Salts under Neutral Conditions Using Anhydrides with Dimethylformamide Catalysis

Mark R. Shipton*
  • *Synthetic Chemistry Department, SmithKline Beecham Pharmaceuticals, Coldharbour Road, The Pinnacles, Harlow, Essex CM19 5AD, England
Further Information

Publication History

Publication Date:
08 March 2002 (online)

Acylation of amines typically employs acyl chlorides in aqueous sodium hydroxide or the use of anhydrides and a tertiary organic base such as pyridine (Schotten-Baumann reaction). We report here a novel acylation of α-amino ketone hydrochloride salts under dimethylformamide catalysis in the absence of base or added solvent. Thus, benzoylmethylamine hydrochloride was converted into the N-acetyl derivative 7 in 99% yield.

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