HCID 22475243, compound → 4-(4-Fluorophenyl)piperidine

A mixture of 10 g (47 mmol) of 4-(4-fluorophenyl) tetrahydro pyridine hydrochloride (Aldrich-Saylor) and 1.18 g of 10% Pd/C in 100 mL of degassed MeOH (N2) was stirred under hydrogen at 45 psi for 18 h. The reaction mixture was then filtered though a thin pad of celite eluting with MeOH. The filtrate was concentrated and the residue was stirred in 75 mL of ether. To it at 0° C. was added 5 g of solid NaOH. The layers were separated and the aqueous layer was extracted with ether. The combined organic fractions were washed with sated NaCl solution, dried over Na2SO4, filtered and the filtrate was concentrated. The residue was crystalized from cold heptane to give 10 g of the title compound.

1. filtrationThe reaction mixture was then filtered though a thin pad of celite
2. washeluting with MeOH
3. concentrationThe filtrate was concentrated
4. stirringthe residue was stirred in 75 mL of ether
5. additionTo it at 0° C. was added 5 g of solid NaOH
6. customThe layers were separated
7. extractionthe aqueous layer was extracted with ether
8. washThe combined organic fractions were washed with sated NaCl solution
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationthe filtrate was concentrated
12. customThe residue was crystalized from cold heptane

ORD record

ord-0bdf31079830406da0227b8297e3eb93

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06372764B1