Trifluoroacetic acid → 2-methoxy-N-(4-phenylpiperidin-4-ylmethyl)-acetamide

HRID 1751806Notes

Reaction equation

HRID 1751806 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][CH2:7][C:8]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]1)=[O:5].FC(F)(F)C(O)=O.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH3:1][O:2][CH2:3][C:4]([NH:6][CH2:7][C:8]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)=[O:5]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 58080361Tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate

Product 1

HCID 580803762-methoxy-N-(4-phenylpiperidin-4-ylmethyl)-acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 g tert-butyl 4-[(2-methoxyacetylamino)-methyl]-4-phenylpiperidine-1-carboxylate are placed in 4 ml dichloromethane. Then 1.7 ml trifluoroacetic acid are added and the mixture is stirred overnight at ambient temperature. The reaction mixture is made basic with potassium carbonate and the organic phase is evaporated to dryness. 610 mg (V-7) are obtained in the form of an oil.

Workup

  1. customthe organic phase is evaporated to dryness
  2. custom610 mg (V-7) are obtained in the form of an oil

Sources & evidence

ORD record
ord-80a8ad1bc38d4a32a49c76c4d39f2901
Source dataset
uspto-grants-2015_10
Patent number
US09161927B2

Reaction notes

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