Tert-butyl 4-(4-chlorophenylamino)piperidine-1-carboxylate → N-(4-chlorophenyl)piperidin-4-amine

Tert-butyl 4-(4-chlorophenylamino)piperidine-1-carboxylate (2.67 g, 8.59 mmol) prepared in Reference Example 131 was dissolved in methylene chloride (20 ml), to which trifluoroacetic acid (15 ml) was added dropwise, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was then dissolved in methylene chloride. This solution was neutralized with sodium hydroxide aqueous solution, and the mixture was extracted with methylene chloride. The extract was washed with brine, dried over magnesium sulfate, and then filtered. The filtrate was concentrated under reduced pressure to afford 4-(4-chlorophenylamino)piperidine as a pale yellow powder.

1. additionwas added dropwise
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. dissolutionthe residue was then dissolved in methylene chloride
4. extractionthe mixture was extracted with methylene chloride
5. washThe extract was washed with brine
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-b7e0b26ef41843808d9e512db4e5bd34

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07262212B2