• Title/Summary/Keyword: ethyl 2-(p-aminophenyl)butyrate

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Facile Synthesis of $(\pm)$-2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric acid (Indobufen) ($(\pm)$-2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric acid(인도부펜)의 합성)

  • 최홍대;강병원;마정주;윤호상
    • YAKHAK HOEJI
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    • v.35 no.5
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    • pp.389-393
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    • 1991
  • A convenient method for the synthesis of indobufen, which is a potent antiinflammatory agent, was described. Ethyl 2-phenylbutyrate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl $\alpha$-chloro-$\alpha$-(methylthio)acetate(l) followed by ethylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)butyrate(6) was prepared by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl) butyrate(5). Indobufen was obtained by condensation reaction of (6) with phthalic anhydride followed by reduction and hydrolysis of the resultant ethyl 2-[p-(1, 3-dioxo-2-isoindolinyl)phenyl]butyrate(7).

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