Reaction #2383775

Reaction equation

1,4-anthraquinone

1-(bromomethyl)-2-(dibromomethyl)naphthalene

sodium iodide

→

8,15-benzo[a]pentacenequinone

Solvents

dimethylformamide

Conditions

Workup

1. 1
   OtherAfter the exothermic reaction
2. 2
   Otherthe formed crystals were separated by filtration
3. 3
   Washwashed with methanol and water and light yellow needle crystals of 8,15-benzo[a]pentacenequinone
4. 4
   Otherwere obtained in the quantitative amount

Procedure

In an atmosphere of argon, 6.9 g (33 mmole) of 1,4-anthraquinone, 9.8 g (25 mmole) of 1-(bromomethyl)-2-(dibromomethyl)naphthalene and 25 g (660 mmole) of sodium iodide were dissolved into 85 ml of dry dimethylformamide. After the exothermic reaction was completed, the reaction solution was heated to 70° C. and stirred for 8 hours. After the reaction was completed, the formed crystals were separated by filtration and washed with methanol and water and light yellow needle crystals of 8,15-benzo[a]pentacenequinone were obtained in the quantitative amount.

Source