Reaktion #57786

Reaktionsgleichung

2-Chloro-5-nitro anisole

NaOH

→

3-Methoxy-4-chloroaniline

Lösungsmittel

MeOH

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling to RT
2. 2
   Extraktionextracted by ethyl acetate
3. 3
   Waschenwashed with water
4. 4
   Trocknenbrine and dried over Na2SO4

Vorschrift

2-Chloro-5-nitro anisole (6.0 g, 0.032 mol) in MeOH (45 ml) was added slowly to stannous chloride (15.1 g, 0.08 mol) in conc. HCl (110 ml) at 40° C. and the temperature was slowly raised to 50° C. Stirring was continued for 2 h. After cooling to RT, the reaction mixture was basified with 50% NaOH solution, extracted by ethyl acetate, washed with water, then brine and dried over Na2SO4. 3-Methoxy-4-chloroaniline was obtained upon concentration and was purified further by column chromatography.

Quelle