CrO3/SiO2固载氧化剂对脱氢枞胺衍生物B环的氧化

doi:10.3969/j.jssn.1000-2006.2012.03.021

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南京林业大学学报（自然科学版） ›› 2012, Vol. 36 ›› Issue (03): 101-104.doi: 10.3969/j.jssn.1000-2006.2012.03.021

CrO₃/SiO₂固载氧化剂对脱氢枞胺衍生物B环的氧化

陈泳¹,林中祥^2*

1.南京林业大学理学院,江苏南京 210037; 2.南京林业大学化学工程学院,江苏南京 210037

出版日期:2012-05-30 发布日期:2012-05-30
基金资助:
收稿日期:2011-08-22 修回日期:2012-02-12 基金项目:国家自然科学基金项目(30871989,31170536); 江苏高校优势学科建设工程资助项目第一作者:陈泳,讲师,博士生。*通信作者:林中祥,教授。E-mail: lin602@njfu.com.cn。引文格式:陈泳,林中祥. CrO₃/SiO₂固载氧化剂对脱氢枞胺衍生物B环的氧化[J]. 南京林业大学学报:自然科学版,2012,36(3):101-104.

Oxidation on ring B of dehydroabietylamine derivatives using CrO₃/SiO₂ solid-supported oxidizing reagent

CHEN Yong¹, LIN Zhongxiang^2*

1. College of Science, Nanjing Forestry University, Nanjing 210037, China; 2. College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China

Online:2012-05-30 Published:2012-05-30

摘要/Abstract

摘要： 以硅胶作载体,制备了负载型CrO₃/SiO₂固载氧化剂,研究了CrO₃/SiO₂氧化剂对N-苯甲酰基脱氢枞胺定向氧化制备N-苯甲酰基脱氢枞胺-7-酮的反应特征,考察了溶剂种类、溶剂量、反应温度、CrO₃负载量及氧化剂用量对产率的影响。结果表明,采用负载量为2 mmol/g的CrO₃/SiO₂固载氧化剂,氧化剂与N-苯甲酰基脱氢枞胺物质量之比为2:1,以50 mL环己烷为溶剂,回流温度(80.7 ℃)下搅拌反应8 h,可将1 g(2.57 mmol)N-苯甲酰基脱氢枞胺氧化成N-苯甲酰基脱氢枞胺-7-酮,产率为60%。该氧化剂具有制备简单,可应用于各种烯丙位氧化的特点,且氧化选择性和产物得率相对较高,反应操作简单,提纯方便。

Abstract: A supported oxidant CrO₃/SiO₂ was prepared by absorbing the CrO₃ on silicon gel, and its oxidation characteristics was investigated for the oxidation of N-benzoyl-dehydroabietylamine to N-benzoyl-dehydroabietylamine-7-one in this paper. Effects of solvent types and quantities, reaction temperature, loading amount and oxidant dosage on the yield were examined. The test result indicated that N-benzoyl-dehydroabietylamine-7-one can be obtained with yield of 60% by oxidation of 1 g(2.57 mmol)N-benzoyl-dehydroabietylamine in the present of 2 equimolar amount of CrO₃/SiO₂(loading amount 2 mmol/g)in 50 mL cyclohexane under the reflux temperature for 8 h. This reagent is easily prepared, it can be used in the field of allylic oxidation in relatively high oxidation selectivity, yields with simple procedure and easy purifications.

中图分类号:

TQ 351

陈泳,林中祥. CrO₃/SiO₂固载氧化剂对脱氢枞胺衍生物B环的氧化[J]. 南京林业大学学报（自然科学版）, 2012, 36(03): 101-104.

CHEN Yong, LIN Zhongxiang. Oxidation on ring B of dehydroabietylamine derivatives using CrO₃/SiO₂ solid-supported oxidizing reagent[J].Journal of Nanjing Forestry University (Natural Science Edition), 2012, 36(03): 101-104.DOI: 10.3969/j.jssn.1000-2006.2012.03.021.

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CrO₃/SiO₂固载氧化剂对脱氢枞胺衍生物B环的氧化

Oxidation on ring B of dehydroabietylamine derivatives using CrO₃/SiO₂ solid-supported oxidizing reagent

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