Hydrogen Bromide → 2-Oxo-2-(4-(trifluoromethyl)phenyl)acetaldehyde

HRID 1881525Notes

Reaction equation

HRID 1881525 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][CH:5]=1)=[O:3].Br.[OH2:15]>CS(C)=O>[F:13][C:10]([F:11])([F:12])[C:7]1[CH:8]=[CH:9][C:4]([C:2](=[O:3])[CH:1]=[O:15])=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-one

Product 1

HCID 27832862-Oxo-2-(4-(trifluoromethyl)phenyl)acetaldehydeYield 59%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

4-Trifluoromethylacetophenone (11.14 mmol, 2.096 g) was dissolved in dimethyl sulfoxide (13 mL), and 48% hydrobromic acid (5.4 mL) was gradually added at room temperature. After 9.5 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 yellow solid (1.3116 g, yield 59%).

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-7c792cc6e41c4addbe09d19221a4e90a
Source dataset
uspto-grants-2012_11
Patent number
US08318796B2

Reaction notes

Loading…