Réaction #2320114

ord-362a673cbda6434b830ef4a2e818229d

Équation de réaction

FC(F)(F)c1cc(C2=CCN(Cc3ccccc3)CC2)ccc1Cl
1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine
Cl
hydrochloric acid
FC(F)(F)c1cc(C2CCN(Cc3ccccc3)CC2)ccc1Cl
title compound
Rendement 82.3%
FC(F)(F)c1cc(C2CCN(Cc3ccccc3)CC2)ccc1Cl
1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-piperidine
Rendement 82.3%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrefor 1 h
  2. 2
    Filtrationfiltered through a pad of celite
  3. 3
    AutreThe solvent was evaporated in vacuum
  4. 4
    Autrethe residue was purified by flash chromatography (SiO2, CH2Cl2:MeOH, 9:1 (v/v))

Mode opératoire

1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine (1.45 g) was dissolved in methanol (40 ml). Concentrated hydrochloric acid (0.2 ml) and 50 mg Pd/C, were added. The resulting mixture was hydrogenated under a hydrogen gas pressure (40 psi) for 1 h and then filtered through a pad of celite. The solvent was evaporated in vacuum and the residue was purified by flash chromatography (SiO2, CH2Cl2:MeOH, 9:1 (v/v)) to give the pure title compound (1.2 g). MS m/z (relative intensity, 70 eV) 353 (M+, 16), 262 (20), 91 (bp), 65 (18), 56 (14).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE041315E1uspto-grants-2010_05