Synthesis 1990; 1990(7): 615-618
DOI: 10.1055/s-1990-26959
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A Convenient Synthesis of Aminomethyl Ketones (α-Amino Ketones)

Han Yinglin* , Hu Hongwen
  • *Department of Chemistry, Nanjing University, Nanjing 210008, People's Republic of China
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Publication History

Publication Date:
17 September 2002 (online)

Several N,N-diformylaminomethyl ketones 3 were prepared by treating the respective bromomethyl ketone 1 with sodium diformylamide in acetonitrile at room temperature. This reaction produced N-formylaminomethyl ketones 4 when ethanol was used as the solvent. One of the formyl groups of N,N-diformylaminomethyl ketones was selectively removed by using a catalytic amount of sodium or potassium hydroxide in alcohol to the corresponding N-formylaminomethyl ketones 4. The formyl groups of both N,N-diformyl- und N-formylaminomethyl ketones could be easily removed by either 5% hydrochloric acid in ethanol or 6 N hydrochloric acid to give the corresponding aminomethyl ketone hydrochlorides 5. These reactions are general and give high yield of the products.