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

HRID 435746Notes

Reaction equation

HRID 435746 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/0.2mm.

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-79f6ba295d6241c992e7faf77f51b850
Source dataset
uspto-grants-1977_02
Patent number
US04006136

Reaction notes

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