Reaction #2320113

ord-19a7d5580ccf4fa4ac655dccca1ef96f

Reaction equation

OC1(c2ccc(Cl)c(C(F)(F)F)c2)CCN(Cc2ccccc2)CC1
1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-piperidine-4-ol
O=C(O)C(F)(F)F
trifluoroacetic acid
FC(F)(F)c1cc(C2=CCN(Cc3ccccc3)CC2)ccc1Cl
1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperaturerefluxed for 24 hours
  2. 2
    OtherThe phases were separated
  3. 3
    Washthe organic phase was washed with two portions of 10%-Na2CO3
  4. 4
    Dryingdried (MgSO4)
  5. 5
    Filtrationfiltered
  6. 6
    Otherevaporated to dryness

Procedure

1-Benzyl-4-(4-chloro-3-trifluoromethyl-phenyl)-piperidine-4-ol (1.5 g) was dissolved trifluoroacetic acid (35 ml) and refluxed for 24 hours and then CH2Cl2 (200 ml) was added. The phases were separated and then the organic phase was washed with two portions of 10%-Na2CO3, dried (MgSO4), filtered and evaporated to dryness. Yield 1.5 g. MS m/z (relative intensity, 70 eV) 351 (M+, 27), 172 (9), 92 (11), 91 (bp), 65 (21).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE041315E1uspto-grants-2010_05