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HRID 236804作成日:2026年10月24日

p-Toluenesulfonic acid → Methyl 4-acetoxythiophene-3-carboxylate

https://huagongshe.com/ja/reaction/236804

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl esterHCID 98424—
反応物IsopropenylacetateHCID 18355900—
生成物Methyl 4-acetoxythiophene-3-carboxylateHCID 12520003—

反応条件

温度-25 °C

反応手順

A 320 g. portion of methyl tetrahydro-4-oxo-3-thiophenecarboxylate [Hromatka et al., Monat. Chemie, 104, 1520 (1973)] is dissolved in 650 ml. of isopropenylacetate, 2.0 g. of p-toluenesulfonic acid is added and the mixture is refluxed overnight. The mixture is concentrated, dissolved in 750 ml. of methylene chloride, cooled to -25° C. and 160 ml. of sulfuryl chloride is added over a one hour period. The methylene chloride is distilled off giving 4-acetoxy-3-thiophenecarboxylic acid methyl ester.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04157444
出典データセットuspto-grants-1979_06
ORD IDord-5a2eb643307f43f39a15f4f1ab268324
出典メモuspto-grants-1979_06