Synthesis of derivatives of o-aminoacetophenone and o-aminobenzyl alcohol

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作者
R. R. Gataullin
I. B. Abdrakhmanov
机构
[1] Russian Academy of Sciences,Institute of Organic Chemistry, Ufa Scientific Center
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关键词
EtOAc; Ketone Oxime; Oxopentanoic Acid; Lithium Hydride; Aminobenzyl Alcohol;
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摘要
Oxidation of 2′-hydroxy-8-methylspiro[4H-benz-1,3-oxazin-2-one-6,1′-cyclopentane] or N-mesyl-2-(cyclopent-1-en-1-yl)-6-methylaniline provided the corresponding ketones. The rearrangement of these ketones oximes under treatment with thionyl chloride gave rise to nitriles of 5-(2-amino-3-methylphenyl)-5-oxopentanoic or 5-(2-methanesulfamido-3-methylphenyl)-5-hydroxypentanoic acids. By heating 5-(2-acetylamido-3-methylphenyl)-5-oxopentanoic acid with LiH in THF3-(2,8-dimethylquinol-4-on-3-yl)propanoic acid was obtained.
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页码:723 / 728
页数:5
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