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HRID 448724作成日:2026年10月25日

Triethylamine → 1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl ester

https://huagongshe.com/reaction/448724

反応式

関与物質

役割名称HCID仕込み量
反応物TriethylamineHCID 8471—
反応物3-Furoic acidHCID 10268—
反応物1-HydroxybenzotriazoleHCID 75771—
反応物1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
反応物Methyl 1-aminocyclohexane-1-carboxylate hydrochlorideHCID 22645079—
溶媒DichloromethaneHCID 6344—
生成物1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl esterHCID 3247401091%

反応手順

105 g (550 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to a solution of 98.8 g (500 mmol) of 1-aminocyclohexanecarboxylic acid methyl ester hydrochloride, 84.2 g (550 mmol) of 1-hydroxybenzotriazole, 56.0 g (500 mmol) of 3-furancarboxylic acid and 152 g (1.5 mol) of triethylamine in 1000 ml of methylene chloride under ice-cooling. After the mixture was stirred at room temperature overnight, the reaction solution was concentrated under reduced pressure. Ethyl acetate was added to the residue, and the mixture was successively washed with water, a 10% aqueous potassium hydrogensulfate solution, a saturated aqueous sodium hydrogencarbonate solution and saturated brine, followed by drying with anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the obtained crystal was washed with diisopropyl ether to obtain 114 g (91%) of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08481725B2
出典データセットuspto-grants-2013_07
ORD IDord-054b1342e7794cd28a78960be42ed3ae
出典メモuspto-grants-2013_07