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Synthesis of 4-vinylquinoline: Pyrolytic rearrangement of the 4-(1-hydroxyethyl)quinoline and related derivatives
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : May 1988 , DOI: 10.1002/jhet.5570250323
J. G. Rodriguez , Y. Benito

The synthesis of 4-vinylquinoline has been carried out by means of the Wittig reaction between 4-quino-linecarbaldehyde and the methyl triphenylphosphonium ylide in dimethyl sulphoxide in good yield. Dehydration of the 4-(1-hydroxyethyl)quinoline and their xanthate derivative, give equimolar amounts of 4-ethylquinoline and 4-acetylquinoline while small amounts of 4-vinylquinoline were found. Dehydrochlorination of 4-(1-chloroethyl)quinoline in ethanol-sodium hydroxide provides 4-ethyl-3-ethoxyquinoline in good yield, but 4-vinylquinoline is a minor reaction product.

中文翻译:

4-乙烯基喹啉的合成:4-(1-羟乙基)喹啉及其相关衍生物的热解重排

4-乙烯基喹啉的合成已经通过4-喹啉-甲醛与甲基三苯基phosph叶立德在二甲亚砜中的Wittig反应以良好的产率进行了。4-(1-羟乙基)喹啉及其黄药衍生物的脱水,得到等摩尔量的4-乙基喹啉和4-乙酰基喹啉,而发现少量的4-乙烯基喹啉。4-(1-氯乙基)喹啉在乙醇-氢氧化钠中的脱氯化氢反应可得到高产率的4-乙基-3-乙氧基喹啉,但4-乙烯基喹啉是次要的反应产物。
更新日期:2017-01-31
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