六氢假紫罗酮的新合成法 |
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引用本文: | 王亚楼,孔庆春.六氢假紫罗酮的新合成法[J].中国医药工业杂志,1991,22(2):54-57. |
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作者姓名: | 王亚楼 孔庆春 |
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作者单位: | 中国药科大学制药化学教研室 南京210009(王亚楼),上海医药工业研究院 上海200040(孔庆春,唐佐君) |
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摘 要: | 氯异戊烯与亚异丙基丙酮在相转移催化条件下缩合得2和3,以氢氧化钠代替 DBU 在分馏塔内使副产物3异构化为2,并对缩合的条件进行了研究,2经格氏、重排及氢化等反应得六氢假紫罗酮(1),纯度98%,总收率43.4%。
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关 键 词: | 六氢假紫罗酮 合成 |
NEW SYNTHETIC METHOD OF HEXAHYDROPSEUDOIONONE |
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Authors: | WANG Ya-Lou KONG Qing-Chuna TANG Zuo-Juna |
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Institution: | WANG Ya-Lou~* KONG Qing-Chun~a TANG Zuo-Jun~a |
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Abstract: | 3-Methyl-2-butenyl chloride reacted with mesityl oxide underphasetransfer catalylic condition to give 61% 3-isopropenyl-6-methyl-5-hepten-2-one(2)and 22% 3-isopropylidene-6-methyl-5-hepten-2-one(3),which could be isomerizedto 2 in 88% yield by continuous fractional distillation in the presence of sodiumhydroxide.Grignard reaction of 2 gave 79% yield of 4,which under thermolysis inN-methyl-2-pyrrolidone afforded 74% yield of 6,10-dimethyl-6,9-undecadien-2-one(5),which was hydrogenated with Pd/C to give hexahydropseudoionone of 98%purity in 92% yield. |
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Keywords: | hexahydropseudoionone PTC Oxy-Cope rearrangement catalytic hydrogenation synthesis |
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