Trifluoroacetic acid → Trifluoroacetic acid

HRID 268718Notes

Reaction equation

HRID 268718 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[C:23]([OH:29])([C:25]([F:28])([F:27])[F:26])=[O:24]>C(Cl)Cl>[F:26][C:25]([F:28])([F:27])[C:23]([OH:29])=[O:24].[NH:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[CH2:12][CH2:13]1.[C:23]([OH:29])([C:25]([F:28])([F:27])[F:26])=[O:24]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23019443tert-Butyl 4-(4-cyanophenoxy)piperidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 179863194-(4-Piperidinyloxy)benzonitrile trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[(1-tert-Butoxycarbonyl-4-piperidinyl)oxy]benzonitrile (D21) (6.83 g) was dissolved in DCM (30 ml) and TFA (30 ml) was added. The reaction was stirred at rt for 1 h and then evaporated to give the title compound (D22) as a yellow oil (7.15 g—TFA salt plus 1.3 equivalents of TFA).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-3fd73069052141f396a29673fdef961f
Source dataset
uspto-grants-2008_11
Patent number
US07446103B2

Reaction notes

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