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

HRID 1881524Notes

Reaction equation

HRID 1881524 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-2ad7b1c21e554bf298d378b11a3ea503
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

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