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Synthesis of 5,5-Dimethyl-5,6,7,8,9,10-Hexahydroanthracene-1,4-Diyldiacetate(PDF)

《南京师大学报（自然科学版）》[ISSN:1001-4616/CN:32-1239/N]

Issue:
2012年02期
Page:
61-65
Research Field:
化学
Publishing date:

Info

Title:
Synthesis of 5,5-Dimethyl-5,6,7,8,9,10-Hexahydroanthracene-1,4-Diyldiacetate
Author(s):
Luo Jinyue1; 2; Gao Feifei1; 2; Hai Wei1
1.College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037,China
Keywords:
myrcene; p-benzoquinone; anthrahydroquinone; diacetyl anthrahydroquinone
PACS:
TQ245.2
DOI:
-
Abstract:
The diacetyl anthrahydroquinone was prepared from anthrahydroquinone and acetic anhydride． The anthrahydroquinone was synthesized with myrcene and p-benzoquinone as raw materials via Diels-Alder reaction． The structure of the product was identified by elemental analysis，IR and NMR and it was confirmed to be 5，5 -dimethyl-5，6 ，7 ，8 ，9 ， 10- hexahydroanthracene-1，4 -diyldiacetate． The purity was shown to reach 99. 15% by HPLC． The acylation reaction effects of different catalyst amounts，reaction temperature，reaction time and molar ratio of acetic anhydride and anthrahydroquinone on the yield were discussed． Then the synthesis technology was optimized by orthogonal experimental method． The optimum reaction conditions are as follows: anthrahydroquinone is 0. 025 mol，n( acetic anhydride) ∶ n( anthrahydroquinone) = 8∶ 1; pyridine as catalyst; the amount of catalyst is 10% weight of anthrahydroquinone; reaction temperature 40℃ and reaction time 6 h; under these conditions，the yield of product is 93. 4%．

References:

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Last Update: 2013-03-11