Hydrogen Bromide → HCID 23339024, compound

HRID 2049404Notes

Reaction equation

HRID 2049404 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]([CH:18]1[CH2:23][CH2:22][N:21](C(OCC)=O)[CH2:20][CH2:19]1)[C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.Br>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]([CH:18]1[CH2:19][CH2:20][NH:21][CH2:22][CH2:23]1)[C:9](=[O:17])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 23339071ethyl 4-[N-(2-chlorophenyl)-N-(phenylacetyl)amino]-1-piperidinecarboxylate

Product 1

HCID 23339024HCID 23339024, compound

Procedure

A mixture of 20 parts of ethyl 4-[N-(2-chlorophenyl)-N-(phenylacetyl)amino]-1-piperidinecarboxylate and 300 parts of hydrobromic acid solution 48% is stirred and refluxed for 1 h. 10. The hydrobromic acid solution 48% is removed in vacuo and to the residue is added successively water and sodium hydroxide solution. The free base is extracted with trichloromethane. The latter is dried and evaporated. The solid residue is washed with 1,1'-oxybisethane and dried, yielding 10.6 parts of N-(2-chlorophenyl)-N-(4-piperidinyl)benzeneacetamide; mp. 135.5° C.

Workup

  1. temperaturerefluxed for 1 h
  2. customThe hydrobromic acid solution 48% is removed in vacuo and to the residue
  3. additionis added successively water and sodium hydroxide solution
  4. extractionThe free base is extracted with trichloromethane
  5. customThe latter is dried
  6. customevaporated
  7. washThe solid residue is washed with 1,1'-oxybisethane
  8. customdried

Sources & evidence

ORD record
ord-37db3fcc48034939a3ff2c71a2adb935
Source dataset
uspto-grants-1980_04
Patent number
US04197303

Reaction notes

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