Reaktion #59501

Reaktionsgleichung

6-Phenyl-5,6,7,8-tetrahydro-naphthalen-2-ol

2-chloro-5-nitropyridine

potassium fluoride

HCl

→

5-Nitro-2-(6-phenyl-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-pyridine

Lösungsmittel

dimethylformamide

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture extracted with ethyl acetate
2. 2
   WaschenEthyl acetate was washed with brine and water
3. 3
   Sonstigedried
4. 4
   Sonstigeevaporated
5. 5
   SonstigeThe product was recrystallised from toluene

Vorschrift

6-Phenyl-5,6,7,8-tetrahydro-naphthalen-2-ol (30 mg), 2-chloro-5-nitropyridine (21 mg) and potassium fluoride (23 mg) in dry dimethylformamide were heated at 120° C. until disappearance of the starting material. Water and 1 N HCl were added and the mixture extracted with ethyl acetate. Ethyl acetate was washed with brine and water, dried and evaporated. The product was recrystallised from toluene. 1H NMR (400 MHz, d6-DMSO) δ: 9.04 (d, 1H, J 2.4 Hz), 8.61 (dd, 1H, J 9.0, 2.5), 7.18-7.35 (m, 7H), 6.95-6.99 (m, 2H), 2.83-3.01 (m, 5H), 1.87-2.04 (m, 2H).

Quelle