* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
ethyl 2-(3-acetyl-2-methylphenyl)-2,2-difluoroacetate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
90%
Stage #1: 1-(3-iodo-2-methylphenyl)ethan-1-one; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride; triethylamine In toluene at 100℃; for 16h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0 - 20℃; for 0.25h;
11.1 Step - 3: 1-(3-(1,1-Difluoro-2-hydroxy-2-methylpropyl)-2-fluorophenyl) ethan-1-one
General procedure: To a stirred solution of 1-(3-bromo-2-fluorophenyl)-1,1-difluoro-2-methylpropan-2-ol (12.5 g, 44.2 mmol) in toluene (150.0 mL), tributyl(1-ethoxyvinyl)stannane (19.14 g, 53.0 mmol), TEA (15.39 mL, 110 mmol) was added and reaction was purged with N2 for 10 min. PdCh(PPh3)2 (1.24 g, 1.766 mmol) was added and reaction was stirred at 100 °C for 16 h. The reaction was cooled to room temperature and filtered through celite bed. The filtrate was evaporated under reduced pressure to afford 11.5 g crude product. The crude product as such was dissolved in THF (50.0 mL) and HCL: water (1:1) (3.0 mL) was added to it at 0 °C. The reaction mixture was warmed to room temperature and stirred for 15 min. The reaction mixture was neutralized with saturated NaHCOs (5.0 mL) and extracted with Ethyl acetate (100.0 mL x 3). The organic layer was separated, dried over anhydrous Na2S04, and concentrated under reduced pressure. The crude product obtained was purified by flash chromatography in hexane-Ethyl acetate gradient to afford the titled compound (8.8 g, 81% yield) as an oily compound.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
