N-二氯乙酰基-3-甲基-2-正丙基-1-氧杂-4-氮杂-螺[4,5]癸烷的一步法合成  

Synthesis of N-Dichloroacetyl-3-methyl-2-n-propyl-1-oxa-4-aza-spiro-4,5-decane

作　　者：付颖[1] 叶非[1] 

机构地区：[1]东北农业大学理学院应用化学系

出　　处：《高校化学工程学报》2006年第5期852-854,共3页Journal of Chemical Engineering of Chinese Universities

基　　金：国家自然科学基金资助项目(30171069);黑龙江省普通高校骨干教师创新能力资助计划;大豆生物学教育部重点实验室资助项目。

摘　　要：对N-二氯乙酰基-3-甲基-2-正丙基-1-氧杂-4-氮杂-螺【4，5】癸烷的一步法合成进行了研究。以硝基乙烷和正丁醛为原料，制得2-硝基-3-己醇，产率为82．1％；用铁粉将其还原，得到2-氨基-3-己醇，产率为86．2％。以33％NaOH水溶液为缚酸剂，将氨基醇与环己酮和二氯乙酰氯一步法环合，得到标题化合物。研究了一步法合成中溶剂极性、温度和搅拌时间对产物产率的影响。合成标题化合物的较优反应条件为：三氯甲烷作溶剂，反应温度-10-0℃，搅拌时间3h，产率为88．6％。采用红外光谱、核磁共振谱和元素分析对产品进行了结构表征。本方法原料价廉易得、操作方便、反应条件温和，成本低，适于工业化制备目标产物。In order to investigate the synthetic route of N-dichloroacetyl oxazolidine compounds, a novel N-dichloroacetyl oxazolidines herbicide safener（N-Dichloroacetyl-3-methyl-2-n-propyl-l-oxa-4-aza-spiro-4,5-decane） was synthesized by one pot method. 2-nitro-3-hexanol was prepared by the reaction of nitroethane with n-butyraldehyde, and the yield of 82.1% was obtained. The nitroalcohol was reduced by iron power and 2-amino-3-hexanol was obtained with the yield of 86.2%. The title compound was synthesized by one pot flom 2-amino-3-hexanol, cyclohexanone and dichloroacetyl chloride, and 33%NaOH aq was used as catalyst. The effects of solvent polarity, reaction temperature and stirring time on the yield of the title compound were investigated. The optimum experimental conditions were obtained as following： trichloromethane is used as solvent, reaction temperature is -10~0~C and stirring time is 3 h, under above conditions the yield can be 88.6%. The structure of the title compound was characterized by IR spectrum, ^1HNMR and elementary analysis. The proposed method is simple, mild and convenient and it is shown that the method proposed can be used to gain good yield in the synthesis of the compounds of N-dichloroacetyl oxazolidines.

关 键 词：安全剂 二氯乙酰氯 N-二氯乙酰基噁唑烷 合成 

分 类 号：O626.24[理学—有机化学]