Reaktion #687284

Reaktionsgleichung

potassium carbonate

9-bromoanthracene

tri(orthotolyl)phosphine

→

9-phenylanthracene

Ausbeute 85.0%

Lösungsmittel

1,2-dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the reaction
2. 2
   Extraktionthe solid extracted
3. 3
   Filtrationwas recovered by suction filtration
4. 4
   workup.DISSOLUTIONThen it was dissolved in toluene
5. 5
   Filtrationfiltered through Florisil, Celite, and alumina
6. 6
   WaschenAfter the filtrate was washed by water
7. 7
   Trocknena saturated saline solution, it was dried with magnesium sulfate
8. 8
   FiltrationAfter natural filtration
9. 9
   Einengenthe filtrate was concentrated

Vorschrift

5.4 g (21.1 mmol) of 9-bromoanthracene, 2.6 g (21.1 mmol) of phenylbromic acid, 60 mg (0.21 mmol) of Pd(OAc)2, 10 ml (20 mmol) of a 2 mol/1 potassium carbonate (K2CO3) aqueous solution, 263 mg (0.84 mmol) of tri(orthotolyl)phosphine (P(o-tolyl)3), and 20 ml of 1,2-dimethoxyethane (abbrev.: DME) were mixed, and stirred for 9 hours at 80° C. After the reaction, the solid extracted was recovered by suction filtration. Then it was dissolved in toluene and filtered through Florisil, Celite, and alumina. After the filtrate was washed by water and a saturated saline solution, it was dried with magnesium sulfate. After natural filtration, the filtrate was concentrated, and the target substance of 9-phenylanthracene was obtained in a light brown solid form, weighing 21.5 g in a yield of 85% (synthesis scheme (j-3)).

Quelle