Reaktion #66120

Reaktionsgleichung

2-hydroxy-4,6-dimethylpyridine

potassium carbonate

1-(2-bromo-ethoxy)-4-nitro-benzene

→

2,4-dimethyl-6-[2-(4-nitro-phenoxy)-ethoxy]-pyridine

Ausbeute 13.3%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintained for 15 h
2. 2
   TemperaturThe mixture was cooled to ambient temperature
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated
5. 5
   Sonstigeto give a residue which
6. 6
   Sonstigewas purified by column chromatography

Vorschrift

A mixture of 2-hydroxy-4,6-dimethylpyridine (1.7 g, 13.8 mmol), potassium carbonate (3.82 g, 27.6 mmol) and 1-(2-bromo-ethoxy)-4-nitro-benzene (4.0 g, 16.6 mmol) in DMF (30 mL) was heated to 120° C. and maintained for 15 h. The mixture was cooled to ambient temperature, filtered and concentrated to give a residue which was purified by column chromatography using 4% ethyl acetate/petroleum ether as eluent to afford 2,4-dimethyl-6-[2-(4-nitro-phenoxy)-ethoxy]-pyridine as yellow solid (530 mg, 11%).

Quelle