Reaktion #1997809

Reaktionsgleichung

diethyl ether

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

pyridinium chlorochromate

→

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

Ausbeute 98.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resultant sludge was filtered through celite
2. 2
   TrocknenThe organic phase was dried over Na2SO4
3. 3
   Filtrationfiltered over silica gel
4. 4
   Einengenconcentrated to the crude compound which
5. 5
   Sonstigewas purified by silica gel column (20% ethyl acetate in hexanes)

Vorschrift

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).

Quelle