Reacción #7155

Ecuación de reacción

7-Nitro-1-tetralone

pyridine-2-aldehyde

piperidine

acetic acid

→

7-nitro-1-oxo-2-(2-pyridylmethylidene)-1,2,3,4-tetrahydronaphthalene

Rendimiento 19.1%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture is heated
2. 2
   Temperaturaunder reflux for 12 hours
3. 3
   LavadoThe reaction solution is washed with water
4. 4
   Secadothe organic layer is dried over sodium sulfate
5. 5
   OtroThe solvent is evaporated under reduced pressure
6. 6
   OtroThe residue is purified by silica gel chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate)

Procedimiento

7-Nitro-1-tetralone (500 mg), pyridine-2-aldehyde (315 mg), piperidine (0.15 ml) and acetic acid (0.4 ml) are dissolved in toluene (10 ml), and the mixture is heated under reflux for 12 hours. The reaction solution is washed with water, and the organic layer is dried over sodium sulfate. The solvent is evaporated under reduced pressure. The residue is purified by silica gel chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give 7-nitro-1-oxo-2-(2-pyridylmethylidene)-1,2,3,4-tetrahydronaphthalene (140 mg).

Fuente