Acetyl chloride → N,N-dimethyl-4-phenylpiperidin-4-amine dihydrochloride

HRID 453881Notes

Reaction equation

HRID 453881 reaction equation
C([Cl:4])(=O)C.C(OC([N:12]1[CH2:17][CH2:16][C:15]([N:24]([CH3:26])[CH3:25])([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13]1)=O)(C)(C)C.CO.C(Cl)(Cl)[Cl:30]>CO>[ClH:4].[ClH:30].[CH3:25][N:24]([CH3:26])[C:15]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:14][CH2:13][NH:12][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 21584188Chloroform methanolHCID 57831267tert-Butyloxycarbonyl-4-(dimethylamino)-4-phenylpiperidine

Product 1

HCID 67366566N,N-dimethyl-4-phenylpiperidin-4-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

10 equivalents of acetyl chloride were added to a solution of tert-butyloxycarbonyl-4-(dimethylamino)-4-phenylpiperidine in methanol at 0° C. The reaction course was monitored by thin-layer chromatography (10% MeOH/CHCl3). Once the conversion was complete, the solvent was removed under reduced pressure and the product obtained in the form of a solid.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customthe product obtained in the form of a solid

Sources & evidence

ORD record
ord-809c0d9282fe4a69a7afb3578ff2a06b
Source dataset
uspto-grants-2013_07
Patent number
US08492559B2

Reaction notes

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