反应详情

温度

85 °C

A mixture of 6-bromopyridin-3-ol (1.20 g, 6.90 mmol), sodium 2-chloro-2,2-difluoroacetate (1.577 g, 10.35 mmol), and potassium carbonate (1.239 g, 8.97 mmol) in 10 mL of anhydrous DMF was heated at 85° C. for 1.5 days. The reaction mixture was diluted with 50 mL of EtOAc, washed with 50 mL of H2O, followed by washing with 50 mL of NaOH (1N) solution, the EtOAc layer was dried (Na2SO4) and concentrated to give a light brown oil that was purified by Shoko silica gel chromatography instrument eluting with 0-10% EtOAc in hexanes (0-10% over 25 min; GRACE column: 80 g pre-packed). Desired fraction were combined and concentrated to give the titled compound as a colorless oil: 0.85 g, 55% yield. MS m/z=223.9, 225.9 [M+H]+. Calculated for C6H4BrF2NO: 222.9, 224.9.

1. washwashed with 50 mL of H2O
2. washby washing with 50 mL of NaOH (1N) solution
3. dry with materialthe EtOAc layer was dried (Na2SO4)
4. concentrationconcentrated
5. customto give a light brown oil that
6. customwas purified by Shoko silica gel chromatography instrument
7. washeluting with 0-10% EtOAc in hexanes (0-10% over 25 min; GRACE column: 80 g pre-packed)
8. concentrationconcentrated