Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of 1-(p-Nitrophenyl)-3-(2, 2-dichloroacetamido)-1, 2-propanediols.
Atsusuke TeradaHiroo ItoMasatoshi Nagawa
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1966 Volume 14 Issue 5 Pages 528-533

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Abstract
2-Bromo-3-acetoxyropiophenone (VI) was reacted with potassium phthalimide in dimethylformamide to give 2-acetoxy-3-phthalimidopropiophenone (XI). XI was submitted to hydrogenation over palladium on charcoal followed by acetylation with acetic anhydride and pyridine to yield two DL-isomers of 1-phenyl-3-phthalimide-1, 2-propanediol diacetate (XIII). Two DL-isomers of 1-(p-nitrophenyl)-3-(2, 2-dichloroacetamido)-1, 2-propanediol (I), the position isomers of chloramphenicol, were derived from XIII.
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© The Pharmaceutical Society of Japan
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