反应详情

To a solution of methyl 2-(3-benzamido-5-chlorophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (61 mg, 0.14 mmol) in methanol (4 mL) was added a 1 M solution of sodium hydroxide (1.63 mL, 1.63 mmol). The mixture was stirred and heated to reflux for 3 h. The mixture was concentrated, dissolved in water and acidified to pH=5-6. The precipitated solid was collected by filtration, dissolved in tetrahydrofuran, and dried over anhydrous magnesium sulfate. After evaporation of the organic solvent, the residue was purified by column chromatography (silica gel, petroleum ether:ethyl acetate=3:1) to afford 54 mg of 2-(3-benzamido-5-chloro phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white solid. Yield: 91%; MS (ESI+APCI) M+1=417.

1. temperatureheated
2. temperatureto reflux for 3 h
3. concentrationThe mixture was concentrated
4. dissolutiondissolved in water
5. filtrationThe precipitated solid was collected by filtration
6. dissolutiondissolved in tetrahydrofuran
7. dry with materialdried over anhydrous magnesium sulfate
8. customAfter evaporation of the organic solvent
9. customthe residue was purified by column chromatography (silica gel, petroleum ether:ethyl acetate=3:1)