1-Phenyl-1-propanone → 3-(Dimethylamino)-2-methyl-1-phenylprop-2-en-1-one

HRID 2073209Notes

Reaction equation

HRID 2073209 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=[O:4])[CH2:2][CH3:3].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:16][N:14]([CH3:15])[CH:13]=[C:2]([CH3:3])[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 71481-Phenyl-1-propanoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 540755333-(Dimethylamino)-2-methyl-1-phenylprop-2-en-1-one

Procedure

A mixture of 57.0 g of propiophenone in 150 ml of N,N-dimethylformamide dimethyl acetal was stirred and heated at reflux for 24 hours. Then the solvent was removed in vacuo to give a yellow oil. The oil was subjected to Kugelrohr distillation to give 69.8 g of 3-dimethylamino-2-methylacrylophenone as a yellow oil, B.P. 100° C. (0.050 mm Hg).

Workup

  1. temperatureheated
  2. temperatureat reflux for 24 hours
  3. customThen the solvent was removed in vacuo
  4. customto give a yellow oil
  5. distillationThe oil was subjected to Kugelrohr distillation

Sources & evidence

ORD record
ord-fc4a2657bf6e463882653fd03755c3aa
Source dataset
uspto-grants-1990_04
Patent number
US04916137

Reaction notes

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