Reaktion #1071940

Reaktionsgleichung

CH2Cl2

2,3-dihydroxynapthalene

1,2-phenylenediamine

N,N-dimethylaniline

2,3-dihydroxynaphthalene

→

5,12-dihydro-benzo[b]phenazine

Ausbeute 76.0%

Lösungsmittel

toluene

Heptane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux
2. 2
   SonstigeReaction
3. 3
   Sonstigehas reacted (˜3 hours)
4. 4
   Filtrationsolid is collected by vacuum filtration
5. 5
   WaschenAfter washing with toluene (50 ml), ethanol (100 ml) and hexanes (50 ml)
6. 6
   Sonstigethe product is dried under vacuum
7. 7
   Sonstigeto yield 11.0 g (76% yield) of light yellow solid

Vorschrift

2,3-dihydroxynapthalene (10 g, 62.5 mmol), 1,2-phenylenediamine (6.75 g, 62.5 mmol) and N,N-dimethylaniline (54 ml) are placed into a round bottom flask under nitrogen atmosphere. Mixture is stirred at reflux. Reaction is monitored by TLC (CH2Cl2:Heptane/1:1) until all 2,3-dihydroxynaphthalene has reacted (˜3 hours). After cooling to room temperature, toluene (100 ml) is added and solid is collected by vacuum filtration. After washing with toluene (50 ml), ethanol (100 ml) and hexanes (50 ml), the product is dried under vacuum to yield 11.0 g (76% yield) of light yellow solid.

Quelle