Trifluoroacetic acid → HCID 18723226, compound

HRID 522928Notes

Reaction equation

HRID 522928 reaction equation
[F:1][C:2]([F:26])([F:25])[O:3][C:4]1[CH:24]=[CH:23][C:7]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:25][C:2]([F:1])([F:26])[O:3][C:4]1[CH:24]=[CH:23][C:7]([CH2:8][O:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18723402HCID 18723402, compound

Product 1

HCID 18723226HCID 18723226, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(4-(trifluoromethoxy)benzyloxy)piperidine-1-carboxylate (1.7 g, 4.53 mmol) in CH2Cl2 (15 mL, 3 mL/mmol) was added TFA (10 mL) and the mixture was stirred for 2 h at RT. The reaction mixture was concentrated under reduced pressure, taken up in chloroform, filtered and washed with diethyl ether to provide 4-(4-(trifluoromethoxy)benzyloxy) piperidine (1.2 g, 96%) as TFA salt. Observed mass (M+1): 276

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. filtrationfiltered
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-9a206abbd6e44cc6b4f5162d2e5821d1
Source dataset
uspto-grants-2016_05
Patent number
US09334269B2

Reaction notes

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