Trifluoroacetic acid → [(4-Trifluoromethyl-phenyl)-piperidin-4-yloxy]-acetic acid

HRID 511073Notes

Reaction equation

HRID 511073 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:32])[CH2:14][O:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)[CH2:18][CH2:17]1)(C)(C)C>ClCCl>[F:30][C:28]([F:29])([F:31])[C:25]1[CH:24]=[CH:23][C:22]([N:19]2[CH2:20][CH2:21][CH:16]([O:15][CH2:14][C:13]([OH:32])=[O:12])[CH2:17][CH2:18]2)=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58576326[1-(4-Trifluoromethyl-phenyl)-piperidin-4-yloxy]-acetic acid tert-butyl ester

Product 1

HCID 58576204[(4-Trifluoromethyl-phenyl)-piperidin-4-yloxy]-acetic acidYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2 mL) is added to a solution of [1-(4-trifluoromethyl-phenyl)-piperidin-4-yloxy]-acetic acid tert-butyl ester (769 mg; 2.14 mmol, prepared in accordance with Example 10) in dichloromethane (2 mL). The reaction mixture is stirred until complete conversion is observed, is then concentrated under reduced pressure and co-evaporated with toluene (10 mL) to yield the desired product (985 mg, 2.14 mmol).

Workup

  1. concentrationis then concentrated under reduced pressure and co-evaporated with toluene (10 mL)

Sources & evidence

ORD record
ord-e685df8617df4e7faf6eafdba7876f30
Source dataset
uspto-grants-2015_08
Patent number
US09096524B2

Reaction notes

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