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发明授权
CN101671323B 合成1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮的方法 有权

合成1,2,6,7-四氢-8H-茚并[5,4-b]呋喃-8-酮的方法
摘要：
本发明提供了一种合成1，2，6，7-四氢-8H-茚并[5，4-b]呋喃-8-酮的方法，包括步骤：a.使化合物III在适当的溶剂中发生Claisen重排反应生成化合物IV；b.使化合物IV在低温下通入臭氧进行反应，之后再加入硼氢化钠或硼氢化钾进行还原反应得到化合物V；c.将化合物V与甲烷磺酰氯或对甲苯磺酰氯在吡啶中进行反应，从而得到化合物VI和化合物VII；d.将化合物VI和/或化合物VII溶解在适当的反应溶剂中，加入适当有机碱，升高温度进行反应，冷却，然后加入稀盐酸洗涤，蒸干溶剂后得到化合物I即1，2，6，7-四氢-8H-茚并[5，4-b]呋喃-8-酮，本发明合成路线简短、操作简便、成本低、产率高、易于工业化生产。
摘要（英）：

The invention provides a method for synthesizing 1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ketone. The method comprises the following steps: a, performing the Claisen rearrangement reaction of a compound III in an appropriate solvent to generate a compound IV; b. supplying ozone to the compound IV at a low temperature to perform reaction, adding sodium borohydride or potassium borohydride to perform reduction reaction and obtaining a compound V; c, allowing the compound V to react with methanesulfonyl chloride or p-toluenesulfonyl chloride in pyridine so as to obtain a compound VI and a compound VII; and d, dissolving the compound VI and/or the compound VII in an appropriate reaction solvent, adding appropriate organic base, raising temperature to perform reaction, cooling the obtained product, adding diluted hydrochloric acid for washing, evaporating the solvent and obtaining a compound I, namely the 1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ketone. The method has the advantages ofbrief synthesis route, simple operation, low cost, high yield and convenience for industrial production.

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