New process for the preparation of 3,5-dihydroxy-1-pentylbenzene

New process for the preparation of 3,5-dihydroxy-1-pentylbenzene A new process for the preparation of 3,5-dihydroxy-1-pentylbenzene, which is used as medicinal intermediate and raw material for the synthesis of HIV restrainer, is proposed in this paper. Technical 3,5-dimethoxybenzoic acid reacted with lithium hydride to form a salt (I) which acylated n-butyllithium directly to give 1-(3,5-dimethoxyphenyl)-1-pentanone (II) in 85.06% yield. Then (II) was reduced through a Wolff-K-Huangminglong reaction at 210°C to give 3,5-dimethoxy-1-pentylbenzene (III). Finally, (III) refluxed with melt pyridine hydrochloride at 200°C for 2 h to afford the target product 3,5-dihydroxy-1-pentylbenzene (IV). The total yield of (IV) amounted to 61.50% and its mass percentage was 98.22%. The products were characterized by means of IR, 1H-NMR, GC and HLPC-MS. The results indicated that this synthetic route was feasible, characterized by simple process and higher yield, and superior to the published ones. Research on Chemical Intermediates Springer Journals

New process for the preparation of 3,5-dihydroxy-1-pentylbenzene

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Brill Academic Publishers
Copyright © 2007 by VSP
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
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