Reaktion #2075745

Reaktionsgleichung

2-Chloro-3-nitroanisole

2-chloro-3-nitroanisole

Na2CO3

→

2-chloro-3-methoxyaniline

Ausbeute 103.5%

Lösungsmittel

acetic acid

ethanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 3.5 hr
2. 2
   Extraktionthe product extracted with CH2Cl2 (3×150 mL)
3. 3
   Waschenwashed with saturated
4. 4
   Trocknenbrine and then dried over (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo

Vorschrift

2-Chloro-3-nitroanisole C3 (1.38 g; 7.36 mmol) was dissolved in a mixture of glacial acetic acid (19 mL)/ethanol (19 mL). To this solution was added iron powder (1.64 g; 29.4 mmol). The mixture was stirred at reflux for 3.5 hr and worked up. The reaction mixture was diluted with water (70 mL), neutralized with solid Na2CO3 and the product extracted with CH2Cl2 (3×150 mL). The extracts were combined and washed with saturated. brine and then dried over (Na2SO4), filtered and concentrated in vacuo to afford the crude product, 2-chloro-3-methoxyaniline C4 (100%; 1.2 g) as a yellow oil. This material was used as such in the following steps.

Quelle