Adamantane polyhydric alcohols are important active intermediates for synthesis of adamantane-based specific medicines, fine chemicals and functional materials. In this paper, three adamantane polyhydric alcohols, including adamantane-1, 3-diol, adamantane-1, 3, 5-triol and adamantane-1, 3, 5, 7-tetraol were synthesized via one-step oxidation reaction of adamantane by using Cr ( VI ) reagents as oxidants, acetic acid as solvent under the mild conditions. The structures of adamantane-1, 3-diol, adamantane-1, 3, 5-triol and adamantane-1, 3, 5, 7-tetraol were confirmed by IR, 1H NMR and element analysis. Influences of synthesis conditions on the oxidation reaction were investigated. The reaction mechanism of adamantane oxidation by Cr ( Ⅵ ) reagents was discussed as well. Under the optimum conditions, adamantane-1, 3-diol, adamantane-1, 3, 5-triol and adamantane-1, 3,5, 7-tetraol could be synthesized with the yields of 71%, 42% and 35% respectively. Such synthesis technology for adamantane polyhydric alcohols is of potential for application because of brief reaction, convenient manipulation, and the mild conditions and so on.%引言金刚烷(三环[3.3.1.1]3,7癸烷)是一种周正对称、高度稳定的笼状饱和烃,它的4个桥头碳上的氢具有较强的化学反应能力,可以被选择性地取代引入相同或不同的基团,这使得分子的可设计性很强[1-2],被称为新一代精细化工原料.金刚烷醇是合成金刚烷系精细化学品的重要活性中间体,可以在一定条件下进行酰化、羧化、酯化等反应生成种类繁多的衍生物,从而应用于医药、日化、材料等领域[3-6].
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