Reaktion #87552

Reaktionsgleichung

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

HCl

→

desired product

Ausbeute 80.1%

3-(difluoromethyl)-4-fluoroaniline

Ausbeute 80.1%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mass was quenched in ice-water
2. 2
   Extraktionextracted with DCM
3. 3
   SonstigeThe organic layer was dried
4. 4
   Einengenconcentrated

Vorschrift

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).

Quelle