Reaction #45926

Reaction equation

2,4-difluoronitrobenzene

Et3N

n-butylamine

→

2-n-butylamino-4-fluoronitrobenzene

Solvents

DMF

DMF

Conditions

Workup

1. 1
   OtherThe reaction was quenched by cold H2O (100 mL)
2. 2
   Extractionthe resulting mixture was extracted with EtOAc (4×100 mL)
3. 3
   WashThe combined EtOAc extracts were washed with brine (3×60 mL)
4. 4
   Dryingdried (anhydrous Na2SO4)
5. 5
   OtherThe solvent was removed in vacuo

Procedure

To a stirred solution of 2,4-difluoronitrobenzene (50 mmol), Et3N (100 mmol) and DMF (80 mL) was added dropwise a solution of n-butylamine (51 mmol) in DMF (20 mL) at rt, and the mixture was stirred at rt for 5 h. The reaction was quenched by cold H2O (100 mL), and the resulting mixture was extracted with EtOAc (4×100 mL). The combined EtOAc extracts were washed with brine (3×60 mL) and dried (anhydrous Na2SO4). The solvent was removed in vacuo to afford the desired 2-n-butylamino-4-fluoronitrobenzene which was used for further transformation.

Source