反应详情

To a solution of methyl 2-(4-chloro-3-(cyclohexanecarboxamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (380 mg, 0.835 mmol) in methanol (15 mL) was added a solution of sodium hydroxide (270 mg, 6.68 mmol) in water (6.8 mL). The mixture was stirred and heated to reflux for 5 h. The mixture was evaporated, and the residue was dissolved in 15 mL of water. The aqueous solution was acidified to pH=3 with 1M hydrochloric acid. The precipitated solid was collected by filtration, and dissolved in ethyl acetate. The organic layer was dried over sodium sulfate. After evaporation, the mixture was purified on silica gel to afford 50 mg of 2-(4-chloro-3-(cyclohexanecarboxamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as an off white solid. (Yield: 14%) MS(ESI+APCI) M+1=423.2, M−1=441.0.

1. temperatureheated
2. temperatureto reflux for 5 h
3. customThe mixture was evaporated
4. dissolutionthe residue was dissolved in 15 mL of water
5. filtrationThe precipitated solid was collected by filtration
6. dissolutiondissolved in ethyl acetate
7. dry with materialThe organic layer was dried over sodium sulfate
8. customAfter evaporation
9. customthe mixture was purified on silica gel