反应详情

90.0 g of methyl 1-(1-benzyloxycarbonylpiperidin-4-yl)-1H-indole-6-carboxylate was dissolved in a mixed solution consisting of 760 ml of methanol and 200 ml of tetrahydrofuran. Thereafter, 92 ml of a 5 N sodium hydroxide aqueous solution was added to the reaction solution, and the mixture was then heated to a temperature between 60° C. and 70° C. After completion of the reaction, the reaction solution was cooled, and 65.0 g of ammonium chloride was added thereto, followed by concentration under a reduced pressure. A 5% KHSO4 aqueous solution was added to the residue, so as to adjust pH to be 5 to 6, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. After removing the drying agent by filtration, the organic layer was concentrated under a reduced pressure. Thereafter, the residue was solidified, and then collected from a mixed solvent consisting of hexane and t-butylmethyl ether by filtration, so as to obtain 75.6 g of the subject compound.

1. temperaturethe mixture was then heated to a temperature between 60° C. and 70° C
2. customAfter completion of the reaction
3. temperaturethe reaction solution was cooled
4. concentrationfollowed by concentration under a reduced pressure
5. additionA 5% KHSO4 aqueous solution was added to the residue
6. extractionfollowed by extraction with ethyl acetate
7. washThe organic layer was washed with water
8. dry with materiala saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate
9. customAfter removing the drying agent
10. filtrationby filtration
11. concentrationthe organic layer was concentrated under a reduced pressure
12. customcollected from a mixed solvent
13. filtrationconsisting of hexane and t-butylmethyl ether by filtration