Hydrochloric Acid → Piperidin-4-yl-(2-trifluoromethoxy-phenyl)-methanone

HRID 713423Notes

Reaction equation

HRID 713423 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:26])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22]([F:25])([F:24])[F:23])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>ClCCl.O1CCOCC1>[NH:8]1[CH2:13][CH2:12][CH:11]([C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][C:22]([F:23])([F:24])[F:25])=[O:26])[CH2:10][CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 1178188874-(2-Trifluoromethoxy-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 71227278Piperidin-4-yl-(2-trifluoromethoxy-phenyl)-methanoneYield 99.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-(2-trifluoromethoxy-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester (0.5 g, 1.34 mmol, 1 eq.) in 1 mL of dichloromethane was added 10 mL of 4 N HCl in dioxane and stirred at room temperature overnight. After 18 h, the reaction mixture was concentrated and triturated with diethyl ether to give the title compound as a white solid (0.365 g, 88%). Exact mass calculated for C13H13F3N1O2 274.1. MS (ESI) m/z 274.3 (M+H)+.

Workup

  1. waitAfter 18 h
  2. concentrationthe reaction mixture was concentrated
  3. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-289e343fc844479d882af107941b79d3
Source dataset
uspto-grants-2015_11
Patent number
US09181266B2

Reaction notes

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