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

CHEN Yong, LIN Zhongxiang

Journal of Nanjing Forestry University (Natural Sciences Edition) ›› 2012, Vol. 36 ›› Issue (03) : 101-104.

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Journal of Nanjing Forestry University (Natural Sciences Edition) ›› 2012, Vol. 36 ›› Issue (03) : 101-104. DOI: 10.3969/j.jssn.1000-2006.2012.03.021

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

  • CHEN Yong1, LIN Zhongxiang2*
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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.

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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 Sciences Edition). 2012, 36(03): 101-104 https://doi.org/10.3969/j.jssn.1000-2006.2012.03.021

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