Trifluoroacetic acid → 4-Methyl-4-(2-trifluoromethylphenoxy)piperidine

HRID 552142Notes

Reaction equation

HRID 552142 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([CH3:25])([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([F:24])([F:23])[F:22])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:25][C:11]1([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([F:24])([F:22])[F:23])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 671718194-Methyl-4-(2-trifluoromethylphenoxy)piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 671715074-Methyl-4-(2-trifluoromethylphenoxy)piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 4-methyl-4-(2-trifluoromethylphenoxy)piperidine-1-carboxylic acid tert-butyl ester (0.025 g, 0.070 mmol) in dichloromethane (5 mL) was added trifluoroacetic acid (1 mL). The resulting mixture was stirred at ambient temperature for 24 hours and then quenched with saturated aqueous solution of Na2CO3 (5 mL). The organic phase was washed with water (10 mL), saturated NaCl (10 mL), dried over MgSO4 and then concentrated in vacuo. The crude title compound was obtained and used without further purification.

Workup

  1. customquenched with saturated aqueous solution of Na2CO3 (5 mL)
  2. washThe organic phase was washed with water (10 mL), saturated NaCl (10 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-63d80397926a40ca8e30cb3a9c6ab492
Source dataset
uspto-grants-2011_05
Patent number
US07951805B2

Reaction notes

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