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HRID 1190075作成日:2026年10月25日

Trifluoroacetic acid → 5-Cyclohex-1-enyl-3-aminothiophene-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/1190075

反応式

関与物質

役割名称HCID仕込み量
反応物Trifluoroacetic acidHCID 6422—
反応物3-tert-Butoxycarbonylamino-5-(1-hydroxy-cyclohexyl)-thiophene-2-carboxylic acid methyl esterHCID 57795388—
溶媒DichloromethaneHCID 6344—
生成物5-Cyclohex-1-enyl-3-aminothiophene-2-carboxylic acid methyl esterHCID 5779540176.8%

反応条件

温度0 °C

反応手順

To a solution of 3-tert-butoxycarbonylamino-5-(1-hydroxy-cyclohexyl)-thiophene-2-carboxylic acid methyl ester (68 g, 0.192 mol) in 400 mL of dichloromethane at 0° C. (ice bath) was added trifluoroacetic acid (400 mL). The mixture was stirred for 30 min at 0° C. and followed by TLC. After completion, the reaction mixture was evaporated to dryness and partitioned between ethyl acetate and saturated water solution of NaHCO3. The organic layer was separated, dried (Na2SO4) and concentrated. The residue was triturated in 4.4 volume of hexane for 30 min. Then filtered and washed with cold hexane. Dried in the vacuum oven to afford 35 g (76%) of 3-Amino-5-cyclohex-1-enyl-thiophene-2-carboxylic acid methyl ester.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08674118B2
出典データセットuspto-grants-2014_03
ORD IDord-3c6dfed096ff48cf9186daf7ad0ddd61
出典メモuspto-grants-2014_03