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KMID : 0043319930160040343
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Archives of Pharmacal Research
1993 Volume.16 No. 4 p.343 ~ p.346
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Synthesis of 7-[p-(Methylthio)benzoyl]-5-benzofurancetic Acid
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Choi Hong-Dae
Geum Dek-Hyun
Kowan Youn-Sil
Son Byeng-Wha
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Abstract
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A new method was described for the preparation of 7-[p-(methylthio)benzoyl]-5-benzofuranacetic acid 6, which is an analgestic agent. Methyl 5-(2, 3-di-hydobenzofuran)acetate 3 was obtained by Friedel-Crafts reaction of 2, 3-dihydrobenzofuran with methyl .alpha.-chloro-.alpha.(methylthio)actate 1 and desulfurization of 2. Tifurac 6 was synthesized from acylation of 3 with p-(methythio)benzoyl chioride followed by bromination of 4, dehydrohalogenation, and hydrolysis of 5.
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KEYWORD
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7-[p(Methylthio)-benzoyl]-5-benzofuranacetic acid, Analgesic agent, Methyl 5-(2, 3-dihydrobenzofuran)acetate, Friedel-Crafts reaction, Methyl α-chloro-α-(methylthio)acetate
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