Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on 1-Azabicyclo Compounds. XIII. Synthesis of 1-Methy1-6-decahydroazecinone by the Reactiou of 3, 4, 6, 7, 8, 9-Hexahydro-2H-quinolizine with Methy1 Iodide
YOSHIO ARATAYUKIO ODA
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1973 年 21 巻 4 号 p. 752-756

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抄録
Reaction of Δ1, 10-hexahydroquinolizine (I) with methyl iodide in various solvents were carried out. The reaction in the presence of methanol or ethanol proceeded at low temperature to give 10-methoxy-5-methyloctahydroquinclizinium iodide (IIIa) or the corresponding 10-ethoxy methiodide (IIIb), respectively, besides the methiodide (II). Using 70% aqueous methanol as a solvent, the reaction gave 1-methyl-6-decahydroazecinone (IV) accompanied with IIIa and II. The reaction in 70% aqueous tetrahydrofuran or aqueous acetone led to the formation of V besides II. Methiodides, IIIa and IIIb, were respectively converted into IV by heating with hydrobromic acid.
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© The Pharmaceutical Society of Japan
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