Trifluoroacetic acid → 4-(4-Trifluoromethyl-phenyl)-piperidine trifluoro acetic acid salt

HRID 522856Notes

Reaction equation

HRID 522856 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>C(Cl)Cl>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[F:23][C:20]([F:21])([F:22])[C:17]1[CH:16]=[CH:15][C:14]([CH:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11301928Tert-butyl 4-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylate

Product 1

HCID 866852404-(4-Trifluoromethyl-phenyl)-piperidine trifluoro acetic acid salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 4-(4-trifluoromethyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (2.0 g, 0.0060 mol) in CH2Cl2 (19.0 mL), trifluoro acetic acid (3.46 g, 0.0303 mol) was added at 0° C. and the mixture was allowed to stir at RT overnight. CH2Cl2 and TFA were removed under reduced pressure and the crude product was filtered and washed with diethyl ether (2×20 mL) to obtain 4-(4-trifluoromethyl-phenyl)-piperidine trifluoro acetic acid salt with (1.58 g, 83%).

Workup

  1. customCH2Cl2 and TFA were removed under reduced pressure
  2. filtrationthe crude product was filtered
  3. washwashed with diethyl ether (2×20 mL)

Sources & evidence

ORD record
ord-2c7ab4966bfc4f9cb1961972b7f6f389
Source dataset
uspto-grants-2016_05
Patent number
US09334269B2

Reaction notes

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