Reaction #162540

Reaction equation

1-(2-Chloro-7-fluoroquinolin-3-yl)ethanol

→

1-(2-chloro-7-fluoroquinolin-3-yl)ethanone

Yield 81.5%

Solvents

Toluene

Conditions

Workup

1. 1
   Temperatureto reflux for 2 h
2. 2
   Othercompletion of the reaction
3. 3
   FiltrationFiltration
4. 4
   Otherfollowed with removal of solvent

Procedure

1-(2-Chloro-7-fluoroquinolin-3-yl)ethanol (7.7 g, 34 mmol), MnO2 (30 g, 10 eq) and Toluene (200 mL) were heated to reflux for 2 h. LC-MS showed completion of the reaction. Filtration followed with removal of solvent gave an off-white solid of 1-(2-chloro-7-fluoroquinolin-3-yl)ethanone (6.2 g, 81%). Mass Spectrum (ESI) m/e=224 (M+1).

Source