多碳醇类化合物的合成

高等学校化学学报 ›› 1980, Vol. 1 ›› Issue (1): 66.

多碳醇类化合物的合成

杨石先, 陈茹玉, 刘准, 陈金龙, 王立坤, 石国柱

南开大学元素有机化学研究所

收稿日期:1979-11-18 出版日期:1980-06-24 发布日期:1980-06-24

SYNTHESIS OF HIGHER PRIMARY ALKANOLS

Yang Shih-hsien, Chen Ju-yu, Liu Zhun, Chen Jinlong, Wang Likun, Shi Guozhu

The Institute of Elemento-Organic Chemistry, Nankai University

Received:1979-11-18 Online:1980-06-24 Published:1980-06-24

摘要/Abstract

摘要： 本文由正-二十四烷酸与五氯化磷反应,得到的二十四烷酰氯在氯仿中和三乙胺存在下与1-吗啉-1-环己烯反应所得中间体,经酸性水解,碱性开环和酸化,得到7-氧代-三十烷酸,而据文献报导[7],正-二十四烷酞氯与1-吗啉-1-环己烯反应结果,得到的仍然是原料二十四烷酸。作者采用上述方法合成了五种新的7-氧代烷酸R-C(=O)-(CH²)⁵-COOH(R=n-C₁₄H₂₉,n-C₁₆H₃₃,n-C₁₈H₃₇,n-C₂₁H₄₃和n-C₂₃H₄₇)。所制得的7-氧代三十烷酸经黄鸣龙改良的开息纳尔-武尔夫还原,再经四氢锂铝还原,即得三十烷醇。

Abstract: Five new 7-oxo-alkanoic acids,R-CO-(CH₂)₆-COOH (Where R=CH₃-(CH₂)₁₃,CH₃(CH₂)₁₅,CH₃(CH₂)₁₇,CH₃(CH₂)₂₀and CH₃(CH₂)₃₂),have been prepared by the reaction of carboxylic chlorides with 1-morpholino -1-cyclohexene.The acids thus formed were reduced twice by first Huang-Minion modification of the Wolff-Kishner method and then lithium aluminum hydride,giving the corresponding higher primary alkanols.We studied the necessary conditions of the reaction of long chain acyl chlorides with 1-morpholino-l-cyclohexene in the presence of triethyl amine and successfully prepared the 7-oxo-alkanoic acids.

TrendMD:

杨石先, 陈茹玉, 刘准, 陈金龙, 王立坤, 石国柱. 多碳醇类化合物的合成. 高等学校化学学报, 1980, 1(1): 66.

Yang Shih-hsien, Chen Ju-yu, Liu Zhun, Chen Jinlong, Wang Likun, Shi Guozhu. SYNTHESIS OF HIGHER PRIMARY ALKANOLS. Chem. J. Chinese Universities, 1980, 1(1): 66.