Trifluoroacetic acid → (Dibenzyl) [2-(4-piperidyl)ethyl]amine

HRID 1193299Notes

Reaction equation

HRID 1193299 reaction equation
[CH2:1]([N:8]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:9][CH2:10][CH:11]1[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH2:24]([N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:9][CH2:10][CH:11]1[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66805425tert-Butyl 4-(2-(dibenzylamino)ethyl)piperidine-1-carboxylate

Product 1

HCID 66798731(Dibenzyl) [2-(4-piperidyl)ethyl]amine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

tert-Butyl 4-(2-(dibenzylamino)ethyl)piperidine-1-carboxylate (5.0 g, 12.25 mmol, 1 eq) was dissolved in dichloromethane (100 ml) and cooled to 0° C. TFA (25 ml) was added dropwise at that temperature and then stirring was carried out for 1 h at RT. After monitoring by thin-layer chromatography, the reaction mixture was concentrated under reduced pressure. The crude product was used in the next stage without being purified further.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customwithout being purified further

Sources & evidence

ORD record
ord-727ed390a12c4a998755b4cd929ceb08
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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