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

HRID 405929Notes

Reaction equation

HRID 405929 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-12) are obtained as an oil.

Workup

  1. customthe organic phase is evaporated to dryness
  2. custom610 mg (V-12) are obtained as an oil

Sources & evidence

ORD record
ord-c0df48b1c63d43a9a8dee11db881786b
Source dataset
uspto-grants-2014_06
Patent number
US08754073B2

Reaction notes

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