4-Bromo-2,3-difluorophenol

white solid

To a stirred solution of l-bromo-2, 3-difluoro-4-methoxybenzene (3 g, 13.45 mmol) in DCM (30 mL) at -20 °C was added 1M BBrA mixture of 4-bromo-2, 3-difluorophenol (2 g, 9.56 mmol) , 1-bromo-2-methoxyethane (1.46 g, 10.52 mmol) and K2CO3(2.6 g, 19.12 mmol) in DMF (10 mL) was stirred at 60 C overnight. The reaction mixture was poured into H2O (30 mL) and extracted with EtOAc (20 mL x 3) . The combined organic layers were washed with brine, dried over Na2SO4, concentrated under high vacuum to give the target compound (2.55 g, 100%) as colorless oil.General procedure: A reaction mixture of (4-cyanophenyl)boronic acid 5 (150 mg, 1.02 mmol, 1.0 equiv.), 4-bromo-2-chloro-6-methylphenol 6s (271 mg, 1.22 mmol, 1.2 equiv.) and potassium carbonate (353 mg, 2.55 mmol, 2.5 equiv.) in PEG400/H20 (4 mL/4 mL) was stirred at room temperaturefor 15 min, and then PdCl2 (1.8 mg, 0.01 mmol, 0.01 equiv.) wasadded to it. Stirring was continued for an additional 15 h until completeconsumption of starting material as judged by TLC. Then the reactionmixture was poured into water (20 mL) and extracted with ethyl acetate(10 mL * 4). The organic layers were washed with brine, dried overanhydrous Na2SO4, filtered and condensed. The residue was then purifiedvia flash chromatography on silica gel, eluting with EtOAc/petroleumethe to 7s as white solid in 54% yield.

Molecular Weight:208.99
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:207.93353
Monoisotopic Mass:207.93353
Topological Polar Surface Area:20.2
Heavy Atom Count:10
Complexity:122
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes