Reaktion #217812

Reaktionsgleichung

methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate

Na2CO3

1-bromo-4-pentafluorosulfanylbenzene

bis(pinacolato)diboron

potassium acetate

→

colorless oil

Ausbeute 65.8%

Methyl 2-methanesulfonyl-5-methyl-4′-pentafluorosulfanylbiphenyl-4-carboxylate

Ausbeute 65.8%

Lösungsmittel

water

DMF

EA

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturCooling
2. 2
   Waschenwashing twice with 10 ml of water each time
3. 3
   TrocknenThe residue after drying over MgSO4 and removal of the solvent in vacuo
4. 4
   Sonstigewas chromatographed on silica gel with DIP

Vorschrift

150 mg of 1-bromo-4-pentafluorosulfanylbenzene were stirred together with 135 mg of bis(pinacolato)diboron, 156 mg of potassium acetate and 64 mg of Pd(dppf)2 in 4 ml of DMF at 80° C. for 2 h. Then 163 mg of methyl 4-bromo-5-methanesulfonyl-2-methylbenzoate, 337 mg of Na2CO3, 64 mg of Pd(dppf)2 and 2 ml of water were added, and stirring was continued at 80° C. for 3 h. Cooling was followed by dilution with 50 ml of EA and washing twice with 10 ml of water each time. The residue after drying over MgSO4 and removal of the solvent in vacuo was chromatographed on silica gel with DIP. 150 mg of a colorless oil were obtained.

Quelle