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

HRID 2049603Notes

Reaction equation

HRID 2049603 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 of iodoethane, 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-3892ca84f83b4b01b841598dd5894f4f
Source dataset
uspto-grants-1980_04
Patent number
US04198411

Reaction notes

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