Bromine → 4-Bromo-2,5-difluorophenol
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[OH:9].[Br:10]Br>C(Cl)(Cl)Cl>[Br:10][C:6]1[C:5]([F:8])=[CH:4][C:3]([OH:9])=[C:2]([F:1])[CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a 250 mL RB flask fitted with magnetic stirrer was charged with 100 mL of CHCl3. To the stirred solvent were added 2,5-difluorophenol (5.0 g, 38.4 mmol), bromine (6.14 g, 38.4 mmol), at 0° C. and stirred at room temperature for 3 h. The reaction mixture was quenched with sodium thio sulphate solution (20 mL) and extracted with ethyl acetate (15 mL×2). The organic layer was washed with water (50 mL), followed by brine solution (20 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure to obtain product (6.5 g, yield: 81.05%).
Workup
- customTo a 250 mL RB flask fitted with magnetic stirrer
- customThe reaction mixture was quenched with sodium thio sulphate solution (20 mL)
- extractionextracted with ethyl acetate (15 mL×2)
- washThe organic layer was washed with water (50 mL)
- dry with materialThe organic layer was dried over anhydrous Na2SO4
- customthe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-58b69e8466574825b71e9849d7628923
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09278915B2
Reaction notes
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