Trifluoroacetic acid → HCID 17837906, compound

HRID 1837721Notes

Reaction equation

HRID 1837721 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH2:22][CH2:23][CH:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[CH:24]1([CH2:23][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[O:15][CH2:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 10340Sodium CarbonateHCID 22678650HCID 22678650, compound

Product 1

HCID 17837906HCID 17837906, compoundYield 105.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.138 g of 1-(tert-butoxycarbonyl)-4-[[(2-cyclohexylethyl)phenoxy]methyl]piperidine was dissolved in 3 ml of dichloromethane, 3 ml of trifluoroacetic acid was added thereto, and the mixture was left at room temperature for one hour 30 minutes. An aqueous sodium carbonate was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and to the residue was added n-hexane, to give 899 mg of the title compound as a white powder.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated
  5. additionto the residue was added n-hexane

Sources & evidence

ORD record
ord-f8bbf366931f417fb0f0f7dc5ccc4508
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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