Methyl iodide → 4-[N-(4-Chloro-benzyl)-methylamino]-cyclohexanone

HRID 476963

Reaction equation

HRID 476963 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][NH:7][CH:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[C:17](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][N:7]([CH3:17])[CH:8]2[CH2:9][CH2:10][C:11](=[O:14])[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 136706644-[N-(4-Chloro-benzyl)-amino]-cyclohexanone

Product 1

HCID 136706654-[N-(4-Chloro-benzyl)-methylamino]-cyclohexanone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8.4 g (35 mMol) of 4-[N-(4-chloro-benzyl)-amino]-cyclohexanone are dissolved in 50 ml of absolute dimethylformamide and, after the addition of 2.6 g (18.7 mMol) of potassium carbonate, 5.0 g (35 mMol) of methyliodide are added dropwise at 25°-30° C. After standing overnight the mixture is concentrated, mixed with water and extracted with chloroform. The extracts are dried and concentrated.

Workup

  1. additionare added dropwise at 25°-30° C
  2. concentrationthe mixture is concentrated
  3. additionmixed with water
  4. extractionextracted with chloroform
  5. customThe extracts are dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-b44f2a8493cb4e228d3776ff9a6419de
Source dataset
uspto-grants-1989_12
Patent number
US04886812

Linked notes

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