• Title/Summary/Keyword: ethyl $\alpha$-chloro-$\alpha$-(methylthio)acetate

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Facile Synthesis of 2-(p-Methylallylaminophenyl)propionic Acid (Alminoprofen) (2-(p-메틸알릴아미노페닐)프로판산의 합성)

  • Choi, Hong-Dae;Yun, Ho-Sang;Kang, Byung-Won;Ma, Jung-Joo;Son, Byeng-Wha
    • YAKHAK HOEJI
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    • v.36 no.1
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    • pp.12-16
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    • 1992
  • A new method for the synthesis of alminoprofen, which is a non-steroidal antiinflammatory agent, was described. Ethyl 2-phenyl-propionate(4) was prepared by Friedel-Crafts reaction of benzene with ethyl ${\alpha}-chloro-{\alpha}(methylthio)acetate(1)$, followed by methylation and desulfurization of the resultant ethyl 2-(methylthio)phenylacetate(2). Ethyl 2-(p-aminophenyl)propionate(6) was obtained by nitration of (4) and successive reduction of ethyl 2-(p-nitrophenyl)propionate(5). Alminoprofen was synthesized by reaction of (6) with methallyl chloride, followed by hydrolysis of the resultant ethyl 2-(p-methylallylaminophenyl)propionate (7).

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