Acta Chimica Sinica ›› 1983, Vol. 41 ›› Issue (7): 654-658. Previous Articles     Next Articles

Original Articles

7-取代-8-羟基喹啉的合成

刘长几;舒国恩;袁承业   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1983-07-15

Synthesis of 7-substituted-8-hydroxyquinolines

LIU CHANGJI;SHU GUOEN;YUAN CHENGYE   

  • Published:1983-07-15

A series of 7-substituted-8-hydroxyquinolines were synthesized for structure-reactivity studies. Condensation of 8-hydroxyquinoline with aliphatic aldehydes in the presence of sodium hydroxide offers 7-alkenyl-8-hydroxyquinolines which were then converted to the corresponding 7-alkyl-8-hydroxyquinolines by catalytic hydrogenation. As shown in this paper, 8-hydroxyquinoline could be alkylated directly with unreactive alkyl halide, such as 2-chloro-octane at 200`C in autoclave. these new 7-substituted-8-hydroxyquinolines exist either as solid with low melting point or as straw colored oily liquid. The position of substituted group in parent compound and that of double bond in the side chain were elucidated by H-1 NMR spectra. A new method for the preparation of α-substituted aliphatic aldehydes was derived based on the oxidation of primary alcohol with β-branched chain, using PTC technique. The β-substituted primary alcohols were produced by self-condensation of n-aliphatic alcohols in the presence of potassium hydroxide with modified Guerbet's procedure.

Key words: EXTRACTIVE AGENT, DODECENE, CHELATE COMPLEX EXTRACTION, HYDROXY QUINOLINES

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