Synthesis of 5-tert-Butyl-5-(1-hydroxy-2-methylpropyl)-2,2-dimethyl-1,3-dioxane

Chin. J. Org. Chem. ›› 2005, Vol. 25 ›› Issue (03): 332-334. Previous Articles Next Articles

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5-叔丁基-5-(1'-羟基-2'-甲基丙基)-2,2-二甲基-1,3-二氧六环的合成研究

巨修练*^,1,2，向文胜²，范志金³

(¹武汉化工学院化工与制药学院湖北省新型反应器与绿色化学工艺重点实验室武汉 430073 )
(²中国科学院过程工程研究所北京 100082)
(³南开大学元素有机化学研究所元素有机化学国家重点实验室天津 300071)

收稿日期:2004-02-16 修回日期:2004-09-20 发布日期:2005-02-28
通讯作者: 巨修练

Synthesis of 5-tert-Butyl-5-(1-hydroxy-2-methylpropyl)-2,2-dimethyl-1,3-dioxane

JU Xiu-Lian*^,1,2,XIANG Wen-Sheng²,FAN Zhi-Jin³

, Hubei Key Laboratory of Novel Re-actor and
Green Chemical Technology, Wuhan Institute of Chemical Technology, Wuhan 430073)
(² Institute of Process Engineering of Chinese Academy of Sciences, Beijing 100080)
(³ State Key Laboratory of Elemento-Organic Chemistry, Elemento-Organic Insti-tute, Nankai University, Tianjin 300071)

Received:2004-02-16 Revised:2004-09-20 Published:2005-02-28
Contact: JU Xiu-Lian

Abstract

In order to get the intermediate of 3,4-disubstituted bicyclophosphorothionate of 5-tert-butyl-5-(1-hydroxy-2-methylpropyl)-2,2-dimethyl-1,3-dioxane, a method of reacting isopropyl magnesium bromide with 5-tert-butyl-5-formyl-2,2-dimethyl-1,3-dioxane was attempted but failed, since reduction product of the formyl was obtained. The desired compound was achieved by using isopropyl lithium instead of isopropyl magnesium bromide. The yield can be much improved by using an ultrasonic method during the preparation of alkyl lithium.

Key words: isopropyl lithium, 3,4-disubstituted bicyclophos-phorothionate, ultrasonic irradiation, isopropyl magnesium bromide

Cite this article

JU Xiu-Lian*^,1,2,XIANG Wen-Sheng²,FAN Zhi-Jin³. Synthesis of 5-tert-Butyl-5-(1-hydroxy-2-methylpropyl)-2,2-dimethyl-1,3-dioxane[J]. Chin. J. Org. Chem., 2005, 25(03): 332-334.

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5-叔丁基-5-(1'-羟基-2'-甲基丙基)-2,2-二甲基-1,3-二氧六环的合成研究

Synthesis of 5-tert-Butyl-5-(1-hydroxy-2-methylpropyl)-2,2-dimethyl-1,3-dioxane

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