Bromine → HCID 21990092, compound
Reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([CH2:10][CH2:11][OH:12])=[CH:4][C:3]=1[C:13](=[O:15])[CH3:14].[Br:16]Br>C(Cl)Cl>[Br:16][CH2:14][C:13]([C:3]1[CH:4]=[C:5]([CH2:10][CH2:11][OH:12])[C:6]([O:8][CH3:9])=[CH:7][C:2]=1[OH:1])=[O:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 100 mL of methylene chloride was dissolved 10.0 g of 1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone, and 2.94 mL of bromine was added dropwise to the solution, after which the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water and the organic layer was separated. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 16.4 g of 2-bromo-1-[2-hydroxy-5-(2-hydroxyethyl)-4-methoxyphenyl]-1-ethanone as a yellow oil.