Réaction #4473

Équation de réaction

product

1,3-Cyclohexanedione mono(4-bromophenylhydrazone)

water

→

title compound

6-Bromo-1,2,3,9-tetrahydro-4H-carbazol-4-one

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture was cooled
2. 2
   Filtrationthe resulting solid filtered off
3. 3
   Autredried (0.95 g)
4. 4
   AutrePurification by flash chromatography (E)

Mode opératoire

The product of Stage (i) (1.5 g) was heated under reflux with dry zinc chloride (16 g) in glacial acetic acid (75 ml) for 24 h. The mixture was cooled, poured into water (200 ml), and the resulting solid filtered off and dried (0.95 g). Purification by flash chromatography (E) gave the title compound as a solid (125 mg). T.l.c. (F), Rf 0.65

Source