Reacción #63471

Ecuación de reacción

2-(3-pyridylcarbonyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene

triethylene glycol

hydrazine

potassium hydroxide

→

2-(3-pyridylmethyl)-6-(2-methyl-1,3dioxolan-2-yl)naphthalene

Rendimiento 62.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe temperature was then raised to 210° C. for 1 hour
2. 2
   TemperaturaThe mixture was cooled
3. 3
   Extracciónextracted with methylene chloride
4. 4
   SecadoThe organic layer was dried over sodium sulfate
5. 5
   Otrothe solvent removed under reduced pressure
6. 6
   Otrothe residue chromatographed on silica gel

Procedimiento

A mixture of 270 mg of 2-(3-pyridylcarbonyl)-6-(2-methyl-1,3-dioxolan-2-yl)naphthalene, 7 ml of triethylene glycol, 1 ml of anhydrous hydrazine and 500 mg of potassium hydroxide were heated at 160° C. for 30 minutes. The temperature was then raised to 210° C. for 1 hour. The mixture was cooled, poured into water and extracted with methylene chloride. The organic layer was dried over sodium sulfate, the solvent removed under reduced pressure and the residue chromatographed on silica gel to give 160 mg of 2-(3-pyridylmethyl)-6-(2-methyl-1,3dioxolan-2-yl)naphthalene as an oil.

Fuente