Réaction #1552135

Équation de réaction

2,6-dibromoanthraquinone

1-naphthylboronic acid

potassium phosphate

tri-o-tolylphosphine

toluene

→

2,6-Bisnaphth-1-ylanthraquinone

Solvants

dioxane

water

Conditions de réaction

Traitement

1. 1
   Températureis refluxed for 16 h
2. 2
   TempératureAfter cooling
3. 3
   Filtrationthe solid is filtered off with suction
4. 4
   Lavagewashed three times with 100 ml of water each time and three times with 100 ml of ethanol each time
5. 5
   Autredried in vacuo
6. 6
   Autresubsequently recrystallised twice from chlorobenzene

Mode opératoire

A suspension of 28.7 g (100 mmol) of 2,6-dibromoanthraquinone, 44.7 g (260 mmol) of 1-naphthylboronic acid, 89.2 g (420 mmol) of potassium phosphate, 1.8 g (6 mmol) of tri-o-tolylphosphine and 225 mg (1 mmol) of palladium(II) acetate in a mixture of 200 ml of dioxane, 400 ml of toluene and 500 ml of water is refluxed for 16 h. After cooling, the solid is filtered off with suction, washed three times with 100 ml of water each time and three times with 100 ml of ethanol each time, dried in vacuo and subsequently recrystallised twice from chlorobenzene. Yield: 41.6 g (90 mmol), 90.3% of theory; purity: 99% according to NMR.

Source