Reaktion #334030

Reaktionsgleichung

5-benzyloxy-2-nitro-m-xylene

→

tan solid

Ausbeute 90.5%

4-benzyloxy-2,6-dimethylaniline

Ausbeute 90.5%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture is cooled
2. 2
   Filtrationfiltered through celite
3. 3
   Sonstigeto remove excess zinc
4. 4
   workup.ADDITIONthe filtrate diluted with H2O
5. 5
   Temperaturcooled with ice
6. 6
   workup.ADDITIONNH3 is added
7. 7
   FiltrationThe product is filtered
8. 8
   workup.DISSOLUTIONdissolved in methylene chloride
9. 9
   Sonstigedried
10. 10
    Einengenconcentrated

Vorschrift

Zinc dust is added to a solution of 5-benzyloxy-2-nitro-m-xylene (22.9 g) in 250 ml of glacial acetic acid. The reaction mixture is stirred until the solution is colorless. The reaction mixture is cooled, filtered through celite to remove excess zinc and the filtrate diluted with H2O and cooled with ice. NH3 is added to make the solution slightly alkaline followed by a small amount of sodium hydrosulfite. The product is filtered, dissolved in methylene chloride, dried and concentrated to give 18.3 grams of a tan solid.

Quelle