Efficient Oxidation of 3-Carene to Synthesize 3,4-Epoxycarane Catalyzed by Hexadecyl Pyridinium Peroxoheteropolyoxomolybdotungstate

Abstract

以过氧磷钼钨酸十六烷基吡啶盐Cat-PMo2W2O24为催化剂,质量分数为30%的H2O2为氧化剂,催化3-蒈烯选择性环氧化合成3,4-环氧蒈烷。考察了溶剂种类、反应温度、催化剂用量、H2O2用量及反应时间对底物转化率与环氧选择性的影响,确定了最佳反应条件为:3-蒈烯12 mmol,溶剂三氯甲烷5 m L,催化剂用量为2.45%(即其质量与3-蒈烯质量的百分数,下同),H2O2与3-蒈烯摩尔比值为1.1,反应温度35℃,反应时间6 h;在最佳条件下,3-蒈烯的转化率和3,4-环氧蒈烷的选择性分别为99.1%和94.8%。Abstract: The oxidation of 3-carene to synthesize 3,4 -epoxycarane catalyzed by hexadecyl pyridinium peroxoheteropolyoxomolybdotungstate( Cat-PMo2W2O24 ) using mass fraction 30% aqueous solution of H2O2 as oxidant has been carried out. The influence of various reaction parameters, including nature of solvent, temperature,catalyst amount,oxidant amount and time on the epoxidation reaction was investigated. Under the optimum conditions( 3-carene 12 mmol; chloroform as solvent 5 mL; reaction temperature 35 ℃; catalyst amount 2. 45%( based on substrate) ; molar ratio of H2O2 to 3-carene,1. 1; reaction time 6 h) ,99. 1% conversion of 3-carene with 94. 8% selectivity towards epoxide 3,4- epoxycarane was achieved.国家自然科学基金(31460174);广西科学研究与技术开发计划项目(1348006-10);广西自然科学基金(2011GXNSFA018057

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