Reaktion #7155

Reaktionsgleichung

7-Nitro-1-tetralone

pyridine-2-aldehyde

piperidine

acetic acid

→

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

Ausbeute 19.1%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle