Trifluoroacetic acid → 4-[4-(1-Benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline.trifluoroacetate

HRID 976153Notes

Reaction equation

HRID 976153 reaction equation
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[O:33])[CH2:16][CH:17]([OH:32])[CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:21][CH2:20]2)=[CH:11][CH:10]=1)=O)(C)(C)C.[F:34][C:35]([F:40])([F:39])[C:36]([OH:38])=[O:37]>ClCCl>[CH2:25]([N:22]1[CH2:23][CH2:24][CH:19]([CH2:18][CH:17]([OH:32])[CH2:16][C:15]([C:12]2[CH:13]=[CH:14][C:9]([NH2:8])=[CH:10][CH:11]=2)=[O:33])[CH2:20][CH2:21]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[F:34][C:35]([F:40])([F:39])[C:36]([O-:38])=[O:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 19968909N-t-butoxycarbonyl-4-[4-(1-benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline

Product 1

HCID 867505544-[4-(1-Benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline.trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50 ml of dichloromethane was added to 4.55 g of N-t-butoxycarbonyl-4-[4-(1-benzylpiperidin-4-yl)-3-hydroxybutanoyl]aniline, and trifluoroacetic acid was added to the mixture at room temperature until no foaming occurred. Then, the solvent was removed by distillation under reduced pressure, and the obtained residue was applied to silica gel column chromatography to obtain 1.21 g of the title compound as white powder.

Workup

  1. additionwas added to the mixture at room temperature until no foaming
  2. customThen, the solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-2fea75db02e243cd93957fe8f1d2574e
Source dataset
uspto-grants-1997_03
Patent number
US05610303

Reaction notes

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