Azabenzo[c]quinolizine類の合成研究(第4報) : 2,3,4,4a, 5,6-Hexahydro-1H-pyridazo[2,3-α]quinoline類の合成
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Reaction of quinaldyllithium with bromoacetaldehyde acetal gave 2-quinolinepropionaldehyde acetal (VII) whose reduction over platinum oxide catalyst at a high pressure at room temperature yielded 1,2,3,4-tetrahydroquinoline-2-propionaldehyde acetal (VIII). 1-Nitroso-1,2,3,4-tetrahydroquinoline-2-propionaldehyde acetal (IX), obtained by nitrosation of VIII in acetic acid at 0°, was reduced by lithiumaluminum hydride to 1-amino compound (X), which was heated with oxalic acid in alcoholic solution, followed by cyclization to 4,4a, 5,6-tetrahydro-3H-pyricdazo[2,3-α]quinoline (XI). Acetic acid solution of XI absorbed one mole of hydrogen over platinum oxide catalyst to give 2,3,4,4a, 5,6-hexahydro-1H-pyridazo[2,3-α]quinoline (VI).
- 公益社団法人日本薬学会の論文
- 1966-07-25
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