Trifluoroacetic acid → Piperidin-4-yl(2-(trifluoromethyl)phenyl)methanone

HRID 552143Notes

Reaction equation

HRID 552143 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:25])[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>[NH:8]1[CH2:9][CH2:10][CH:11]([C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]([F:22])([F:23])[F:24])=[O:25])[CH2:12][CH2:13]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 585398564-(2-Trifluoromethylbenzoyl)piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 16244270Piperidin-4-yl(2-(trifluoromethyl)phenyl)methanoneYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(2-trifluoromethylbenzoyl)piperidine-1-carboxylic acid tert-butyl ester (0.812 g, 2.27 mmol) in dichloromethane (60 mL) was added trifluoroacetic acid (2 mL). The reaction mixture was stirred at ambient temperature overnight., then washed with saturated NaHCO3. The organic phase was separated, dried over MgSO4 and concentrated. The title compound was obtained in 55% yield (0.319 g) and used for next step reaction without further purification.

Workup

  1. wash, then washed with saturated NaHCO3
  2. customThe organic phase was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-fe90e25f5e0344bb87b69bd35b8cade4
Source dataset
uspto-grants-2011_05
Patent number
US07951805B2

Reaction notes

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