Trifluoroacetic acid → 2-(4-Benzylpiperidin-1-yl)ethan-1-amine

HRID 2223711

Reaction equation

HRID 2223711 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:11]1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)(Cl)Cl>[CH2:16]([CH:13]1[CH2:12][CH2:11][N:10]([CH2:9][CH2:8][NH2:7])[CH2:15][CH2:14]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59715914[2-(4-Benzyl-piperidin-1-yl)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 27798312-(4-Benzylpiperidin-1-yl)ethan-1-amine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

[2-(4-Benzyl-piperidin-1-yl)-ethyl]-carbamic acid tert-butyl ester (1.34 g, 4.2 mmol) is dissolved in CHCl3 (3 mL) and treated with TFA (3 mL) for 2 h at 20° C. The solvent is evaporated, the residue dissolved CH2Cl2 (100 mL) and washed with 1M aqueous NaOH (2×30 mL). The organic layer is dried (Na2SO4), filtered and concentrated to provide the title compound.

Workup

  1. customThe solvent is evaporated
  2. dissolutionthe residue dissolved CH2Cl2 (100 mL)
  3. washwashed with 1M aqueous NaOH (2×30 mL)
  4. dry with materialThe organic layer is dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-613c097532794b6eb35e701bbccad6b1
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Linked notes

Loading…