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Synthesis 1986; 1986(12): 1044-1045
DOI: 10.1055/s-1986-31868
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One-Step Synthesis of Methyl 2-Arylpropanoates from 2-Hydroxypropiophenone Dimethylacetals using Sulfuryl Chloride and an Amide or a Weak Base

Takayoshi Yamauchi* , Kaneaki Hattori, Kenji Nakao, Kentaro Tamaki
  • *Research & Development Laboratory, Sakai Plant, Kyowa Hakko Kogyo Co., Ltd., 1-1-53, Takasu-cho, Sakai-shi, Osaka-fu 590, Japan
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Publication Date:
12 September 2002 (online)

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A facile one-pot method for the preparation of methyl 2-aryl-propanoates 3 from 2-hydroxypropiophenones dimethyl acetals 1 using sulfuryl chloride, pyridine, and dichloromethane is reported. Yields range from 54 to 87% for the aryl groups: phenyl, 4-bromophenyl, 4-methoxyphenyl, 4-isobutylphenyl, and 4-biphenylyl.