Dimethylformamide dimethyl acetal → 2-Propen-1-one, 1-(3,5-dichlorophenyl)-3-(dimethylamino)-

HRID 1586352Notes

Reaction equation

HRID 1586352 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH:10]=[CH:14][N:15]([CH3:17])[CH3:16])[CH:5]=[C:6]([Cl:8])[CH:7]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 27580583',5'-Dichloroacetophenone

Product 1

HCID 70172352-Propen-1-one, 1-(3,5-dichlorophenyl)-3-(dimethylamino)-Yield 77%

Conditions

Temperature
90 °C

Procedure

10 g (0.053 mol) of 3', 5'-dichloroacetophenone are dissolved, at room temperature and with stirring, in 50 ml of N,N-dimethylformamide dimethyl acetal. Stirring is maintained and the reaction mixture is heated for 2 h at 90° C. The mixture is concentrated to dryness under reduced pressure. The residue is taken up in 150 ml of heptane. The orange residue is filtered to give 10.0 g (yield 77%, melting point: 100° C.) of 1-(3,5-dichlorophenyl)-3-dimethylamino-2-propen-1-one.

Workup

  1. temperatureis maintained
  2. concentrationThe mixture is concentrated to dryness under reduced pressure
  3. filtrationThe orange residue is filtered

Sources & evidence

ORD record
ord-c6e5ec22a38943e3bfb94023559c321d
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

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