Hydrogen Bromide → N-(2,6-dimethylphenyl)-N-(4-piperidinyl)benzeneacetamide hydrobromide

HRID 26744Notes

Reaction equation

HRID 26744 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]([CH:19]1[CH2:24][CH2:23][N:22](C(OCC)=O)[CH2:21][CH2:20]1)[C:10](=[O:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[BrH:30].C(=O)=O>>[BrH:30].[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]([CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:10](=[O:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 280Carbon DioxideHCID 23339068HCID 23339068, compound

Product 1

HCID 23339026N-(2,6-dimethylphenyl)-N-(4-piperidinyl)benzeneacetamide hydrobromide

Procedure

a mixture of 5 parts of ethyl 4-[N-(2,6-dimethylphenyl)-N-(phenylacetyl)amino]-1-piperidinecarboxylate in 60 parts of hydrobromic acid solution 48% is warmed until the evolution of carbon dioxide is ceased. Heating is continued for 15 minutes at a temperature between 80°-120° C. The reaction mixture is evaporated. The solid residue is washed successively with methylbenzene and 2-propanone and dried, yielding 4.1 parts of N-(2,6-dimethylphenyl)-N-(4-piperidinyl)benzeneacetamide hydrobromide; mp. 251.5° C.

Workup

  1. temperatureHeating
  2. customThe reaction mixture is evaporated
  3. washThe solid residue is washed successively with methylbenzene and 2-propanone
  4. customdried

Sources & evidence

ORD record
ord-21e737dc23b2489b84ab22375071f378
Source dataset
uspto-grants-1979_04
Patent number
US04151286

Reaction notes

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