Dimethylamine → Acetamide, N,N-dimethyl-2-phenyl- (8CI)

HRID 1291214Notes

Reaction equation

HRID 1291214 reaction equation
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][NH:12][CH3:13]>>[CH3:11][N:12]([CH3:13])[C:8](=[O:9])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 674DimethylamineHCID 7679Phenylacetyl chloride

Product 1

HCID 87853Acetamide, N,N-dimethyl-2-phenyl- (8CI)

Procedure

Phenylacetyl chloride (25 ml) was added dropwise to a 50% aqueous solution of dimethylamine with ice-cooling. After the solvent was removed under reduced pressure, the residue was dissolved in ethyl acetate. The organic layer was washed with saturated aqueous NaHCO3 solution, dried over MgSO4, and concentrated under reduced pressure to provide the title compound as colorless oil. Yield 28.90 g (95%) 1H-NMR (CDCl3) δ: 2.95(3H,s), 2.98(3H,s), 3.71(2H,s), 7.26-7.30(5H,m).

Workup

  1. temperaturecooling
  2. customAfter the solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe organic layer was washed with saturated aqueous NaHCO3 solution
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-633461dcd10e429c800b20616dffaef2
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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