Hydrogen Bromide → (3,4-Dimethylphenyl)(oxo)acetaldehyde

HRID 2103792Notes

Reaction equation

HRID 2103792 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:10])=[O:9])=[CH:4][C:3]=1[CH3:11].Br.[OH2:13]>CS(C)=O>[CH3:11][C:3]1[CH:4]=[C:5]([C:8](=[O:9])[CH:10]=[O:13])[CH:6]=[CH:7][C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 771933,4-Dimethylacetophenone

Product 1

HCID 12712223(3,4-Dimethylphenyl)(oxo)acetaldehydeYield 57%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

3,4-dimethylacetophenone (13.52 mmol, 2.0 g) was dissolved in dimethyl sulfoxide (13 mL), and 48% hydrobromic acid (5.4 mL) was gradually added at room temperature. After 16 hours of stirring at 70° C., the reactor was cooled to room temperature. The reaction solution was poured into water and stirred for about 16 hours. The precipitated solid was recovered by filtration, washed with water and dried by means of a vacuum pump to give the desired product as a white solid (1.234 g, yield 57%).

Workup

  1. temperaturethe reactor was cooled to room temperature
  2. stirringstirred for about 16 hours
  3. filtrationThe precipitated solid was recovered by filtration
  4. washwashed with water
  5. customdried by means of a vacuum pump

Sources & evidence

ORD record
ord-2d8e5e4ddf3f40f6a68afdd550160b20
Source dataset
uspto-grants-2009_08
Patent number
US07576115B2

Reaction notes

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