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相转移催化反应合成脂肪族α-氨基酸

SYNTHESIS OF ALIPHATIC α-AMINO ACIDS FROM CHLOROFORM, ALIPHATIC ALDEHYDES (OR KETONES) AND AQUEOUS AMMONIA UNDER TWO-PHASE CONDITIONS

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【作者】 俞凌翀; 严梅荣;

【Author】 Yu Lingchong and Yan Meirong (Department of Chemistry, Beijing Normal University, Beijing)

【机构】 北京师范大学化学系; 北京师范大学化学系;

【摘要】 本文利用相转移催化反应由脂肪族醛或酮、氯仿和氨合成了九个脂肪族α-氨基酸,产率21.4—52.4%。直链脂肪醛也能起反应。付产物α-氨基酰胺的离析,为环氧化物中间体历程提供了新的证据。

【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.

  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1983年02期
  • 【被引频次】10
  • 【下载频次】74
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