Acetic Acid → 4-Bromo-2-(propan-2-yl)phenol
Reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])([CH3:3])[CH3:2].C(O)(=O)C.CS(C)=O.[BrH:19]>O>[Br:19][C:8]1[CH:7]=[CH:6][C:5]([OH:10])=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:9]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 2-isopropylphenol (3.0 g), acetic acid (30 mL) and dimethylsulfoxide (15 mL) was added dropwise 48% hydrobromic acid (15 mL) at room temperature. The mixture was stirred for 30 min, and poured into water. The resulting mixture was extracted with ethyl acetate. The organic layer was washed successively with water, a saturated aqueous solution of sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to afford the title compound (4.62 g)
Workup
- extractionThe resulting mixture was extracted with ethyl acetate
- washThe organic layer was washed successively with water
- dry with materiala saturated aqueous solution of sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-db39999e8b964026813c5b0fa100f377
- Source dataset
- uspto-grants-2008_09
- Patent number
- US07423185B2
Reaction notes
Loading…