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HRID 332603作成日:2026年10月26日

Sodium hydride → 5-(2-tert-Butoxycarbonylethenyl)furan-2-carboxylic acid benzyl ester

https://huagongshe.com/reaction/332603

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物tert-Butyl diethylphosphonoacetateHCID 2773685—
反応物5-Formyl-2-furancarboxylic acid benzyl esterHCID 60034788—
溶媒TetrahydrofuranHCID 8028—
生成物5-(2-tert-Butoxycarbonylethenyl)furan-2-carboxylic acid benzyl esterHCID 7793455087.8%

反応条件

温度0 °C

反応手順

A solution of diethylphosphonoacetic acid tert-butyl ester (1.54 g, 6.09 mmol) in tetrahydrofuran (3 mL) was added dropwise to a suspension of 60% sodium hydride (0.19 g, 4.87 mmol) in tetrahydrofuran (50 mL) with stirring at 0° C. After stirring at room temperature for 20 minutes, a solution of 5-formyl-2-furancarboxylic acid benzyl ester (1.0 g, 4.06 mmol) in tetrahydrofuran (3 mL) was added, and the mixture was stirred at room temperature for 1 hour. The mixture was worked up according to a conventional method, and the object product was extracted by column chromatography (10-30% ethyl acetate/hexane mixed solvent) to give the title compound (1.17 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08877805B2
出典データセットuspto-grants-2014_11
ORD IDord-60c85d362d064267be70c2d21bf64d16
出典メモuspto-grants-2014_11