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HRID 2368341作成日:2026年10月23日

Ethyl Acetate → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester

https://huagongshe.com/ja/reaction/2368341

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物Ethyl trans-3-dimethylaminoacrylateHCID 5369162—
反応物N-cyclopropyl-2-chloro-2-hydroxyimino-acetamideHCID 85344446—
溶媒TetrahydrofuranHCID 8028—
生成物3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl esterHCID 70097900—

反応条件

温度75 °C

反応手順

A mixture of N-cyclopropyl-2-chloro-2-hydroxyimino-acetamide (2 g, 12.3 mmol) and (E)-3-(dimethylamino)-acrylic acid ethyl ester (1.76 ml, 12.3 mmol) in THF (25 ml) was heated at 75° C. for 2 h. The reaction was then cooled to r.t., poured into 100 mL ethyl acetate and extracted with 1 M HCl. The aqueous layers were back-extracted with ethyl acetate. The organic phase was washed with water and brine, dried and evaporated. The product was obtained after purification by silica gel chromatography using a heptane/ethyl acetate gradient as light yellow solid (1.6 g, 58%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08703768B2
出典データセットuspto-grants-2014_04
ORD IDord-c0bc2d58bbb842d892b8d1461e1e93ad
出典メモuspto-grants-2014_04