2,3-Difluorophenol

white crystalline low melting mass

Into a 500 mL round-bottom flask, was placed a solution of (2, 3-difluorophenyl)- boronic acid (30 g, 189.98 mmol, 1.00 equiv) in dichloromethane (250 mL). HStep 1into a 500 mL round-bottom flask, was placed a solution of (2, 3-difluorophenyl)- boronic acid (30 g, 189.98 mmol, 1.00 equiv) in dichloromethane (250 mL). 3/4<3/4 (30 mL) was added dropwise with stirring. The resulting solution was stirred for 2 h at 25 °C. The resulting mixture was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated under vacuum to give 23 g (93percent) of 2, 3-difluorophenoI as brown oil.Into a 500 mL round-bottom flask, was placed a solution of (2, 3-difluorophenyl)-boronic acid (30 g, 189.98 mmol, 1.00 equiv) in dichloromethane (250 mL). H2O2 (30 mL) was added dropwise with stirring. The resulting solution was stirred for 2 h at 25 °C. The resulting mixture was washed with water and brine, dried over anhydrous magnesium sulfate and concentrated under vacuum to give 23 g (93percent) of 2, 3-difluorophenol as brown oil.Step 1. Into a 500 mL round-bottom flask, was placed a solution of (2, 3-difluorophenyl)boronic acid (30 g, 189.98 mmol, 1.00 equiv) in dichloromethane (250 mL). HStep 1 Into a 500 mL round-bottom flask, was placed a solution of (2, 3-difluorophenyl)-boronic acid (30 g, 189.98 mmol, 1.00 equiv) in dichloromethane (250 mL). HThe intermediate product obtained in the step 1) and 20 mL of ethanol are added to the reactor, then 0.08 mol of ferric chloride is added, the temperature is raised to 30 ° C, and the reaction is carried out for 3 hours. After the reaction is completed, 0.1 mol/L of sodium hydroxide solution is added. And then, the organic phase and the aqueous phase are separated, and the aqueous phase is extracted with ethyl acetate. The organic phase and ethyl acetate extracts are combined, washed with saturated brine, and the solvent is evaporated to dryness to give 2, 3-difluoro. The phenol was 10.6 g, the GC analysis product content was 99.4percent, and the total yield of the two-step reaction was 82.1percent.The intermediate product obtained in step 1) and 30 mL of methanol were added to the reactor, and then 0. lmol of aluminum trichloride was added, the temperature was raised to 30 ° C, and the reaction was carried out for 5 hours. After the reaction was completed, O.lmol/L of hydrogen was added. The sodium oxide solution is neutralized, and then the organic phase and the aqueous phase are separated, and the aqueous phase is extracted with ethyl acetate. The organic phase and ethyl acetate extracts are combined, washed with saturated brine, and evaporated to dryness. 3_difluorophenol 11.6g, GC analysis product content is 99.2percent, the total yield of the two-step reaction is 88.5percent

Used as intermediate of medicine, pesticide, liquid crystal material

Molecular Weight:130.09
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:130.02302107
Monoisotopic Mass:130.02302107
Topological Polar Surface Area:20.2
Heavy Atom Count:9
Complexity:97.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes