Hydrochloric Acid → 4-(Trifluoromethyl)piperidine hydrochloride

Under atmosphere of argon, a solution of 4-(trifluoromethyl)pyridine (9.33 g) in methanol (80 mL) was added by concentrated hydrochloric acid (16 mL) and platinum oxide (510 mg) and stirred for three days at room temperature under hydrogen pressure. The reaction mixture was filtrated by celite (trade name) and the filtrate was concentrated. The residue was added by saturated sodium dicarbonate aqueous solution and extracted by ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then filtrated. The filtrate was added by 4N hydrogen chloride/ethyl acetate solution (50 mL) and then concentrated to give the title compound (13.0 g) having the following physical data.

1. filtrationThe reaction mixture was filtrated by celite (trade name)
2. concentrationthe filtrate was concentrated
3. additionThe residue was added by saturated sodium dicarbonate aqueous solution
4. extractionextracted by ethyl acetate
5. washThe organic layer was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltrated
8. additionThe filtrate was added by 4N hydrogen chloride/ethyl acetate solution (50 mL)
9. concentrationconcentrated

ORD record

ord-8454cad799dc436381a5135c77e2348a

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07560475B2