Reaktion #56227

Reaktionsgleichung

9-amino-12-hydroxy-9,10-dihydro-9,10-ethanoanthracene

sodium nitrite

→

9-formyl-9,10-dihydro-9,10-methanoanthracene

Ausbeute 75.4%

Lösungsmittel

water

hydrochloric acid

water

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with benzene
2. 2
   WaschenThe benzene layer was washed with water
3. 3
   Trocknendried over sodium sulfate
4. 4
   Sonstigeevaporated to dryness

Vorschrift

To a solution of 9-amino-12-hydroxy-9,10-dihydro-9,10-ethanoanthracene (50 mg) in conc. hydrochloric acid (2 ml) and water (2 ml) was added a solution of sodium nitrite (112 mg) in water (1.0 ml) at 0° C. The resulting mixture was stirred at 0° C. for 1 hour and at room temperature for 5 hours. The reaction mixture was diluted with water and extracted with benzene. The benzene layer was washed with water, dried over sodium sulfate and evaporated to dryness to give crude crystals of 9-formyl-9,10-dihydro-9,10-methanoanthracene (35 mg).

Quelle