A new synthesis of arylacetic esters starting from aromatic aldehyde by the use of methyl (methylthio)methyl sulfoxide.

スポンサーリンク

概要

• 論文の詳細を見る

• Methyl (methylthio) methyl sulfoxide was found to react with benzaldehyde in the presence of benzyl tri-methylammonium hydroxide (Triton B), sodium hydroxide, or potassium hydroxide, affording 1-(methylsulfinyl)1-(methylthio)-2-phenylethylene. Treatment of this product with hydrogen chloride in an alcohol gave the corresponding alkyl phenylacetate in high yield. The whole reaction sequence provides a new method for synthesizing phenylacetic esters starting from benzaldehyde. In a similar manner, (alkoxy-, halogen-, or alkyl-substituted phenyl)acetic esters could be synthesized from the corresponding aromatic aldehydes. The present method was shown to be also applicable to the production of (2-thienyl)acetic esters.

• 公益社団法人 日本化学会の論文

著者

• Ogura Katsuyuki

  Sagami Chemical Research Center

• Ito Yoko

  Sagami Chemical Research Center

• Tsughihashi Gen-ichi

  Sagami Chemical Research Center

関連論文

• A Convenient Synthesis of Methyl Methylthiomethyl Sulfoxide
• A new synthesis of arylacetic esters starting from aromatic aldehyde by the use of methyl (methylthio)methyl sulfoxide.
• Stereospecific reductive desulfinylation of 1-aryl-2-(methylsulfinyl)-2-(methylthio)ethenes with Grignard reagents.
• Synthesis of (S,S)-2-amino-3-phenylbutyric acid.
• The α-Chlorination of Sulfoxides with N-Chlorosuccinimide
• Reaction of α-Chloro Sulfoxides with Carbonyl and Thiocarbonyl Compounds

スポンサーリンク