反应详情

2 ml of 2N aqueous sodium hydroxide solution was added to a solution of 300 mg (0.69 mmol) of 1-[[[4-(4-morpholinylmethyl)phenyl]carbonyl]amino]cyclohexanecarboxylic acid phenylmethyl ester in 2 ml of tetrahydrofuran, and the mixture was heated under reflux overnight. After the reaction solution was neutralized by concentrated hydrochloric acid, the reaction solution was distilled off under reduced pressure. 3 ml of methylene chloride, 698 mg (6.9 mmol) of triethylamine and 264 mg (1.38 mmol) of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were added to the residue, and the mixture was stirred for 1 hour. The reaction solution was distilled off under reduced pressure, a saturated aqueous sodium bicarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 191 mg (80%) of the title compound.

1. temperaturethe mixture was heated
2. temperatureunder reflux overnight
3. distillationthe reaction solution was distilled off under reduced pressure
4. distillationThe reaction solution was distilled off under reduced pressure
5. additiona saturated aqueous sodium bicarbonate solution was added
6. extractionthe mixture was extracted with ethyl acetate
7. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
8. dry with materialdried with anhydrous sodium sulfate
9. distillationThe solvent was distilled off under reduced pressure