Réaction #4478

Équation de réaction

1,3-Cyclohexanedione

product

[4-(Phenylmethoxy)phenyl]hydrazine hydrochloride

→

title compound

Rendement 38.4%

1,2,3,9-Tetrahydro-6-(phenylmethoxy)-4H-carbazol-4-one

Rendement 38.4%

Solvants

ethanol

water

water

Conditions de réaction

Traitement

1. 1
   Températureheated
2. 2
   Températureto reflux for 14 h
3. 3
   Températureto cool
4. 4
   Filtrationthe precipitate filtered
5. 5
   Lavagewashed with isopropyl acetate and ether
6. 6
   Autreto give a solid
7. 7
   AutreRecrystallisation from methanol

Mode opératoire

1,3-Cyclohexanedione (3.1 g) and the product of Stage (i) (5.6 g) in ethanol (196 ml) and water (39 ml) was stirred at room temperature for 3 h and then heated to reflux for 14 h. The resulting solution was allowed to cool, poured into water (500 ml) and the precipitate filtered and washed with isopropyl acetate and ether to give a solid. Recrystallisation from methanol gave the title compound as a solid (2.5 g) m.p. 235°-237°.

Source