Réaction #74499

Équation de réaction

1,8-Naphthalic anhydride

compound 73

1,8-Naphthalic anhydride

Bromine

→

title compound

Rendement 22.7%

3-Bromo-1,8-naphthalic anhydride

Rendement 22.7%

Solvants

Conditions de réaction

Traitement

1. 1
   Températurebefore cooling to 0° C
2. 2
   AutreThe resulting solid was isolated by filtration
3. 3
   Autredried in vacuo

Mode opératoire

1,8-Naphthalic anhydride (compound 73, 100 g, 505 mmol) was slurried in c-nitric acid (70%, 2.0 L) and heated to 50° C. Bromine (19.4 mL, 379 mmol) was added evenly over 10 min, and the resulting solution was held at 50° C. for 4 h before cooling to 0° C. The resulting solid was isolated by filtration and dried in vacuo to yield the title compound (23.8 g, 17%) as a white solid.

Source