Réaction #87552

Équation de réaction

2-(difluoromethyl)-1-fluoro-4-nitrobenzene

HCl

→

desired product

Rendement 80.1%

3-(difluoromethyl)-4-fluoroaniline

Rendement 80.1%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThe reaction mass was quenched in ice-water
2. 2
   Extractionextracted with DCM
3. 3
   AutreThe organic layer was dried
4. 4
   Concentrationconcentrated

Mode opératoire

A solution of 2-(difluoromethyl)-1-fluoro-4-nitrobenzene (1.2 g, 6.2 mmol) in methanol (20 mL) was added iron powder (4.8 g, 24.8 mmol) followed by conc. HCl (5 mL) dropwise. The reaction mass was stirred at RT for 1-2 h. The reaction mass was quenched in ice-water, basified with NaHCO3 and extracted with DCM. The organic layer was dried and concentrated to afford 0.800 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 5.25 (s, 2H), 6.66-6.73 (m, 2H), 6.86-7.04 (m, 2H).

Source