文章基本信息

标题：Organic Phosphates. III. Studies on Alcoholysis of Several Cyclic Phosphates.
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作者：Tyunosin Ukita ; Kinzo Nagasawa ; Masachika Irie 等
期刊名称：Chemical and Pharmaceutical Bulletin
印刷版ISSN：0009-2363
电子版ISSN：1347-5223
出版年度：1957
卷号：5
期号：3
页码：208-214
DOI：10.1248/cpb1953.5.208
出版社：The Pharmaceutical Society of Japan
摘要：Four 1, 2-diol cyclic phosphates, glycerol 1, 2-cyclic phosphate (GCP), 1, 2-propanediol cyclic phosphate (PCP), 2, 3-butanediol cyclic phosphate (BCP) and ethyleneglycol cyclic phosphate (ECP) were studied on their acid-catalysed alcoholysis reaction with several alcohols. For PCP, acid-catalysed alcoholysis was found to occur selectively at its phosphate bond concerned with the secondary hydroxyl group to give only alkyl 2-hydroxypropyl phosphate. Under similar conditions, the phosphate bonds of GCP at α-and β-positions were alcoholysed nonselectively giving 50% each of both alkyl α-and β-glyceryl phosphate. Primary alcohols were found to alcoholyse cyclic phosphates most actively compared with secondary and tertiary ones. The most effective acid catalyst for this reaction was trifluoroacetic acid or hydrochloric acid among the several catalysts tested.