Dimethylamine → 1-(Dimethylamino)-1-octen-3-one

HRID 971927Notes

Reaction equation

HRID 971927 reaction equation
Cl[CH:2]=[CH:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH3:11][NH:12][CH3:13]>>[CH3:11][N:12]([CH3:13])[CH:2]=[CH:3][C:4](=[O:10])[CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 545149151-Chloro-1-octen-3-one

Product 1

HCID 545630821-(Dimethylamino)-1-octen-3-one

Procedure

A solution of dimethylamine (560 ml, 40% aqueous) is cooled to 5° C. 1-Chloro-1-octen-3-one (192 g) is added and the mixture stirred at room temperature for 20 min. The solution is then saturated with potassium carbonate and extracted with ether. The organic layer is washed 3× with sat. sodium chloride solution, dried over sodium sulfate, concentrated and distilled to give the title compound, b.p. 94°-96° C./0.2 mm.

Workup

  1. extractionsaturated with potassium carbonate and extracted with ether
  2. washThe organic layer is washed 3× with sat. sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. distillationdistilled

Sources & evidence

ORD record
ord-36b582533386482aab0242f21c7f3fb7
Source dataset
uspto-grants-1979_07
Patent number
US04161608

Reaction notes

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