反应详情

To a solution of 1-tert-butyloxycarbonyl-4-(4-amino-3-methylphenyloxy)piperidine hydrochloride (0.7 g) in methylene chloride (10 ml) were added triethylamine (0.62 g) and decanoyl chloride (0.39 g) with ice-cooling and the mixture was stirred at room temperature for 1 hour. Aqueous saturated solution of sodium dicarbonate was added to the reaction mixture and the organic layer was separated. The aqueous layer was further extracted with methylene chloride (50 ml×2) and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. To the solidified residue was added trifluoroacetic acid (5 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, the resulting residue was dissolved in ethanol and conc. hydrochloric acid (0.20 ml) was added thereto. The resulting solution was concentrated under reduced pressure and the residue was washed with hexane to obtain 4-(4-decanoylamino-3-methylphenyloxy)piperidine hydrochloride (0.93 g) as white crystals, m.p. 177°-195° C.

1. temperaturecooling
2. customthe organic layer was separated
3. extractionThe aqueous layer was further extracted with methylene chloride (50 ml×2)
4. dry with materialthe combined organic layer was dried over sodium sulfate
5. concentrationconcentrated under reduced pressure
6. additionTo the solidified residue was added trifluoroacetic acid (5 ml)
7. stirringthe mixture was stirred at room temperature for 30 minutes
8. concentrationThe reaction mixture was concentrated under reduced pressure
9. dissolutionthe resulting residue was dissolved in ethanol
10. additionconc. hydrochloric acid (0.20 ml) was added
11. concentrationThe resulting solution was concentrated under reduced pressure
12. washthe residue was washed with hexane