Reaktion #82134

Reaktionsgleichung

2,6-di-tert-butyl-4-(2-nitrostyryl)phenol

water

hydrochloric acid

→

4-(2-aminostyryl)-2,6-di-tert-butylphenol

Ausbeute 70.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 5 hrs
3. 3
   FiltrationAfter filtration
4. 4
   Extraktionfollowed by extraction with ethyl acetate and water
5. 5
   Waschenthe extract was washed with water
6. 6
   Trocknendried over MgSO4
7. 7
   Einengenconcentrated
8. 8
   SonstigePurification of the residue by a silica gel column chromatography
9. 9
   Sonstigefollowed by recrystallization from hexane

Vorschrift

To a solution of 2,6-di-tert-butyl-4-(2-nitrostyryl)phenol (1.1 g, 3.1 mmol) in methanol (15 ml) was added water (4 ml), conc. hydrochloric acid (0.2 ml) and iron powder (1.7 g, 30 mmol) and the mixture was heated under reflux for 5 hrs. After filtration, followed by extraction with ethyl acetate and water, the extract was washed with water, dried over MgSO4 and concentrated. Purification of the residue by a silica gel column chromatography followed by recrystallization from hexane afforded 4-(2-aminostyryl)-2,6-di-tert-butylphenol (0.70 g, 70%).

Quelle