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Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (9): 1155-1158. Previous Articles Next Articles
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梁娅,李洪波,魏荣宝*,陈苏战,刘秀明,孙光远
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LIANG Ya,LI Hong-Bo,WEI Rong-Bao*,CHEN Su-ZhanLIU Xiu-Ming,SUN Guang-Yuan
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Ketalazation of the triacetylbenzene (1) with 2,2-dibromomethyl-1,3-propanediol by using 4-methyl-benzenesulfonic acid as catalyst, yielded 1,3,5-tri-(1-methyl-2,6-dioxaspiro-4,4-dibromomethyl- cyclohexyl)benzene (2), which reacted with 5,5-dimethyl-4,6-dioxa-1,3-cyclohexanedione in C2H5ONa giving 1,3,5-tri-[7-(7-methyl-2,2-di-ethoxycarbonyl-6,8-dioxaspiro[3.5]-nonyl)]benzene (3). Treatment of 3 with 2,2-dihydroxymethyl-1,3-propanediol in CHCl3 afforded 1,3,5-tri-[7-(7-methyl-2,2-di- (2,2-dihydroxyl- methyl-3-hydroxy-propoxycarbonyl)-6,8-dioxaspiro[3.5]-nonyl)]benzene (4) in 47.7% yield. The compound 4 and its intermediates were identified by IR, 1H NMR, MS spectra and elemental analysis.
Key words: 1,3,5-triacetyl benzene, 2,2-dibromomethyl-1,3-propanediol, dendrimer, 5,5-dimethyl-4,6-di-oxa-1,3-cyclohexanedione
LIANG Ya,LI Hong-Bo,WEI Rong-Bao*,CHEN Su-ZhanLIU Xiu-Ming,SUN Guang-Yuan. Synthesis of New Arborescent Compound 1,3,5-Tri-[7-(7-methyl-2,2-di-(2,2-dihydroxymethyl-3-hydroxy-propoxycarbonyl)-6,8-dioxaspiro[3.5]nonyl)]benzene[J]. Chin. J. Org. Chem., 2007, 27(9): 1155-1158.
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