Reaction #48559

Reaction equation

Sodium ethoxide

4-chloro-2-fluoronitrobenzene

→

title compound

4-Chloro-2-ethoxynitrobenzene

Solvents

ethanol

Conditions

Workup

1. 1
   ConcentrationThe mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONthe residue was diluted with ethyl acetate
3. 3
   Washthe solution was washed with water (×2)
4. 4
   DryingThe solution was dried over MgSO4
5. 5
   Otherevaporated under reduced pressure

Procedure

Sodium ethoxide (21% in ethanol, 8.6 mL, 26 mmol) was added dropwise to a solution of 4-chloro-2-fluoronitrobenzene (3 g, 17.1 mmol) in ethanol (20 mL), and once addition was complete the reaction was stirred for a further hour. The mixture was concentrated under reduced pressure, the residue was diluted with ethyl acetate, and the solution was washed with water (×2), then brine. The solution was dried over MgSO4 and evaporated under reduced pressure to afford the title compound as a solid, 3.45 g.

Source