Chloroacetone → 1-[Benzyl(methyl)amino]propan-2-one

HRID 1926893Notes

Reaction equation

HRID 1926893 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:17][C:18](=[O:20])[CH3:19]>C1(C)C=CC=CC=1>[CH2:3]([N:2]([CH3:1])[CH2:17][C:18]([CH3:19])=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 6571ChloroacetoneHCID 7669N-MethylbenzylamineHCID 11430Potassium Carbonate

Product 1

HCID 5200831-[Benzyl(methyl)amino]propan-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Put 12.118 g (100 mmol) N-methylbenzylamine with 16.584 g (120 mmol) potassium carbonate in 100 ml toluene. Add dropwise 11.103 g (120 mmol) chloroacetone and stir overnight under reflux. Then cool to RT, filter to remove the salt and concentrate by evaporation. Purify the residue by chromatography on silica gel (solvent: cyclohexane/ethyl acetate 8:2), obtaining 9.0 g (50.8% of theor.) of the target compound.

Workup

  1. temperatureunder reflux
  2. filtrationfilter
  3. customto remove the salt
  4. concentrationconcentrate by evaporation
  5. customPurify the residue by chromatography on silica gel (solvent: cyclohexane/ethyl acetate 8:2)
  6. customobtaining 9.0 g (50.8% of theor.) of the target compound

Sources & evidence

ORD record
ord-093f5bf78f3a4ca1ad6210b197c095d5
Source dataset
uspto-grants-2012_05
Patent number
US08183246B2

Reaction notes

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