Reacción #1997809

Ecuación de reacción

diethyl ether

1-(5-Fluoro-2-methoxy-3-methylphenyl)ethanol

pyridinium chlorochromate

→

1-(5-fluoro-2-methoxy-3-methylphenyl)ethanone

Rendimiento 98.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe resultant sludge was filtered through celite
2. 2
   SecadoThe organic phase was dried over Na2SO4
3. 3
   Filtraciónfiltered over silica gel
4. 4
   Concentraciónconcentrated to the crude compound which
5. 5
   Otrowas purified by silica gel column (20% ethyl acetate in hexanes)

Procedimiento

To a solution of 1-(5-Fluoro-2-methoxy-3-methylphenyl)ethanol (1.3 g 7.13 mmol) in acetone (15 mL) at room temperature was added pyridinium chlorochromate (3.8 g, 17.64 mmol). The reaction was stirred for 3 hours, diethyl ether was added (30 mL). The resultant sludge was filtered through celite. The organic phase was dried over Na2SO4, filtered over silica gel, and concentrated to the crude compound which was purified by silica gel column (20% ethyl acetate in hexanes) to afford 1-(5-fluoro-2-methoxy-3-methylphenyl)ethanone (1.2 g, 98%): 1H NMR (400 MHz, CDCl3): δ 7.18 (dd, 1H), 7.05 (dd, 1H), 3.63 (s, 3H), 2.61 (s, 3H), 2.39 (s, 3H).

Fuente