Реакция #161001

Уравнение реакции

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

1-aminocyclohexanecarboxylic acid methyl ester hydrochloride

1-hydroxybenzotriazole

3-furancarboxylic acid

triethylamine

→

title compound

Выход 91.0%

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

Выход 91.0%

Растворители

methylene chloride

Условия реакции

Обработка

1. 1
   Температураcooling
2. 2
   Концентрированиеthe reaction solution was concentrated under reduced pressure
3. 3
   workup.ADDITIONEthyl acetate was added to the residue
4. 4
   Промывкаthe mixture was successively washed with water
5. 5
   Сушкаby drying with anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONAfter the solvent was distilled off under reduced pressure
7. 7
   Промывкаthe obtained crystal was washed with diisopropyl ether

Методика

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.

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