Reaction #8150

Reaction equation

2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene

benzylamine

→

2-(benzylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene

Yield 86.7%

Solvents

THF

Conditions

Workup

1. 1
   OtherAfter completion of the reaction
2. 2
   Concentrationthe reaction mixture is concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue is redissolved in EtOAc (10 mL)
4. 4
   Washwashed with saturated sodium bicarbonate solution, water, and brine
5. 5
   DryingThe organic phase is then dried over sodium sulfate
6. 6
   Otherthe solvent is removed in vacuo

Procedure

A solution of 2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene (2 mmol; preparation described in Example 5) in THF (5 mL) is treated with benzylamine (2.4 mmol) at rt. After completion of the reaction, the reaction mixture is concentrated in vacuo. The residue is redissolved in EtOAc (10 mL), washed with saturated sodium bicarbonate solution, water, and brine. The organic phase is then dried over sodium sulfate and the solvent is removed in vacuo to afford the product, 2-(benzylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene (620 mg) which was used for further transformation without further purification.

Source