2,6-Dimethoxyphenol → 3-Bromo-2,6-dimethoxyphenol

HRID 2171150Notes

Reaction equation

HRID 2171150 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[OH:11].[Br:12]Br>C(Cl)(Cl)(Cl)Cl>[Br:12][C:8]1[C:3]([O:2][CH3:1])=[C:4]([OH:11])[C:5]([O:9][CH3:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70412,6-DimethoxyphenolHCID 24408Bromine

Product 1

HCID 150736683-Bromo-2,6-dimethoxyphenol

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent3×

Procedure

To a stirring solution of 2,6-dimethoxy-phenol (2 g, 12.98 mmol) in carbon tetrachloride (70 mL) at −10° C. was added bromine (2 g, 12.98 mmol) in carbon tetrachloride and stirred for 2 h. The reaction mixture was diluted with carbon tetrachloride, washed with water, brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 3-Bromo-2,6-dimethoxy-phenol as a mixture (2 g).

Workup

  1. washwashed with water, brine
  2. dry with materialdried over anhydrous sodium sulphate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a7b4c2217af2443c86e4d900126e3a26
Source dataset
uspto-grants-2015_06
Patent number
US09051290B2

Reaction notes

Loading…