Chem. J. Chinese Universities ›› 1983, Vol. 4 ›› Issue (2): 213.
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Yu Lingchong, Yan Meirong
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Abstract: The reaction of chloroform, aliphatic aldehydes (or ketones) and aqueous ammonia in the presence of triethylbenzyl ammonium chloride and lithium chloride under two-phase conditions was studied.Optimum reaction conditions were determined with cyclohexanone. Under these conditions straightchain aliphatic aldehydes also undergo the reaction. Nine aliphatic α-amino acids were prepared and the yields range from 21.4% to 52.4%.The isolation of by-product a-amino amide (2-amino-2-methyl-n-valer-amide) demonstrates that the reaction involves the formation of an intermediate epoxide followed by the opening of the epoxide ring by ammonia.
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Yu Lingchong, Yan Meirong . SYNTHESIS OF ALIPHATIC α-AMINO ACIDS FROM CHLOROFORM, ALIPHATIC ALDEHYDES (OR KETONES) AND AQUEOUS AMMONIA UNDER TWO-PHASE CONDITIONS[J]. Chem. J. Chinese Universities, 1983, 4(2): 213.
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http://www.cjcu.jlu.edu.cn/EN/Y1983/V4/I2/213