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KMID : 0043319940170030190
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Archives of Pharmacal Research
1994 Volume.17 No. 3 p.190 ~ p.193
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An Improved Synthesis of Methyl p-Hydroxyphenylalkanoates
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Choi Hong-Dae
Kowak Yong-Sil
Geum Dak-Hyun
Son Byeng-Wha
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Abstract
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Friedel-Crafts reaction isopropoxybenzene with methyl -chloro--(maethylthio)acetate 1 afforded methyl -methylthio-p-isopropoxyphenylacetate 2d, which was readily converted into methyl p-isopropoxyphenylacetate 3 by reductive desulfurization with zinc dust in acetic acid. Methylation of 3 with sodium hydride and methyl iodide gave methyl -(p-isopropoxyphenyl)propionate 5. Methyl p-hydroxyphenylakanoates (4,6), useful intermediates for some medicines, were easily prepared by treatment of 3 and 5 with titanium tetrachloride, respectively.
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KEYWORD
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FriendelcRafts reaction, Methyl, Reductive desulfruization, Methylation, Methy p-hydroxyphenylalkanoates, Reductive, desulfurizaiotn, Methylation, Methyl p-hydroxyphenylalkanoate, Titanium teractolorice
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