Synthesis of 5,5-dimethyl-5,6,7,8-tetrahydroanthracene-1,4-dione

doi:10.3969/j.issn.1000-2006.2015.02.022

JOURNAL OF NANJING FORESTRY UNIVERSITY ›› 2015, Vol. 39 ›› Issue (02): 127-131.doi: 10.3969/j.issn.1000-2006.2015.02.022

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Synthesis of 5,5-dimethyl-5,6,7,8-tetrahydroanthracene-1,4-dione

LU Qiang¹,GAO Feifei¹,LUO Jinyue^1,2*,YANG Fan¹,FENG Hongjun¹,LIU Zuguang³

1.College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China;
2. Jiangsu Key Lab of Biomass-based Green Fuels and Chemicals, Nanjing 210037, China;
3. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Nanning 530006, China

Online:2015-03-31 Published:2015-03-31

Abstract

Abstract: 5,5-Dimethyl-5,6,7,8-tetrahydroanthracene-1,4-dione was synthesized by alkylation of 6-(4-methyl-3-pentenyl)naphthalene-1,4-diquinone, and the structure of the product was analyzed by FT-IR, GC-MS and ¹H-NMR. Effects of the types of catalysts and their dosage, reaction temperature, reaction time, and the kind of solvent on the alkylation reaction were discussed, and the suitable reaction conditions were determined as follows: polyphosphate(PPA)was used as the catalyst; molar ratio of n(naphthalene quinone):n(polyphosphate)=1:2; ethyl acetate was used as the solvent; the reaction temperature was 70 ℃; reaction time was 7 h.The yield of the product was 61.7% at above reaction conditions.

CLC Number:

TQ351

LU Qiang,GAO Feifei,LUO Jinyue,YANG Fan,FENG Hongjun,LIU Zuguang. Synthesis of 5,5-dimethyl-5,6,7,8-tetrahydroanthracene-1,4-dione[J]. JOURNAL OF NANJING FORESTRY UNIVERSITY, 2015, 39(02): 127-131.

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Synthesis of 5,5-dimethyl-5,6,7,8-tetrahydroanthracene-1,4-dione

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