Potassium Iodide → N-(2,6-dimethylphenyl)-N-(1-ethyl-4-piperidinyl)benzeneacetamide

HRID 26757Notes

Reaction equation

HRID 26757 reaction equation
I[CH2:2][CH3:3].[CH3:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[N:12]([CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[C:13](=[O:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>C1C=CC=CC=1>[CH3:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[N:12]([CH:22]1[CH2:27][CH2:26][N:25]([CH2:2][CH3:3])[CH2:24][CH2:23]1)[C:13](=[O:21])[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6340IodoethaneHCID 10340Sodium CarbonateHCID 23339027N-(2,6-dimethylphenyl)-N-(4-piperidinyl)benzeneacetamide

Product 1

HCID 23339023N-(2,6-dimethylphenyl)-N-(1-ethyl-4-piperidinyl)benzeneacetamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 4 parts iodethane, 5 parts of N-(2,6-dimethylphenyl)-N-(4-piperidinyl)benzeneacetamide, 5 parts of sodium carbonate, a few crystals of potassium iodide in 200 parts of benzene is stirred and refluxed for 23 hours. The reaction mixture is filtered hot and the filtrate is evaporated in vacuo. The solid residue is crystallized from 1,1'-oxybisethane, yielding 2 parts of N-(2,6-dimethylphenyl)-N-(1-ethyl-4-piperidinyl)benzeneacetamide; mp. 86.5° C.

Workup

  1. temperaturerefluxed for 23 hours
  2. filtrationThe reaction mixture is filtered hot
  3. customthe filtrate is evaporated in vacuo
  4. customThe solid residue is crystallized from 1,1'-oxybisethane

Sources & evidence

ORD record
ord-85ae2753e2d943fa97b97a1216852c1e
Source dataset
uspto-grants-1979_04
Patent number
US04151286

Reaction notes

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