Réaction #565864

Équation de réaction

3-amino-2-naphthalenecarboxylic acid

1,3,5-trihydroxybenzene

para-toluenesulphonic acid

→

1,3-Dihydroxy-5,12-dihydro-benzo[b]acridin-12-one

Solvants

heptan-1-ol

Conditions de réaction

Traitement

1. 1
   Températureunder reflux
2. 2
   Concentrationthe reaction mixture is then concentrated in vacuo
3. 3
   AutreThe residue is chromatographed over silica gel (eluant:cyclohexane/acetone: 90/10)
4. 4
   AutreThe isolated product is crystallised from a cyclohexane/acetone mixture
5. 5
   Autreto be obtained

Mode opératoire

To a solution of 5 g of 3-amino-2-naphthalenecarboxylic acid in 50 ml of heptan-1-ol there are added 3.5 g of 1,3,5-trihydroxybenzene and 62.5 mg of para-toluenesulphonic acid. The mixture is stirred for 48 hours under reflux using a Dean-Stark apparatus, and the reaction mixture is then concentrated in vacuo. The residue is chromatographed over silica gel (eluant:cyclohexane/acetone: 90/10). The isolated product is crystallised from a cyclohexane/acetone mixture, allowing 5.2 g of the expected product to be obtained.

Source