Trifluoroacetic acid → 4-[2-(Trifluoromethyl)phenoxy]piperidine

HRID 552133Notes

Reaction equation

HRID 552133 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([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>[F:24][C:21]([F:22])([F:23])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[O:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 46941590Tert-butyl 4-(2-(trifluoromethyl)phenoxy)piperidine-1-carboxylate

Product 1

HCID 50187904-[2-(Trifluoromethyl)phenoxy]piperidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 4-(2-trifluoromethylphenoxy)piperidine-1-carboxylic acid tert-butyl ester (1.413 g, 4.000 mmol) in dichloromethane (40.0 mL) was added trifluoroacetic acid (6.0 mL, 80.00 mmol). The resulting mixture was stirred at ambient temperature for 24 hours and then quenched with a saturated aqueous solution of Na2CO3 (10.0 mL). The organic phase was washed with water (20.0 mL), brine (20.0 mL), dried over MgSO4 and then concentrated in vacuo. The obtained crude product was used without further purification.

Workup

  1. customquenched with a saturated aqueous solution of Na2CO3 (10.0 mL)
  2. washThe organic phase was washed with water (20.0 mL), brine (20.0 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe obtained crude product
  6. customwas used without further purification

Sources & evidence

ORD record
ord-cb2b8ca704fd4177be7ad128def6c2cf
Source dataset
uspto-grants-2011_05
Patent number
US07951805B2

Reaction notes

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