Ethanol → Ethyl 5-methylpyridine-2-carboxylate
Reaktionsgleichung
S(=O)(=O)(O)O.[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]#N)=[N:11][CH:12]=1.C(=O)([O-])[OH:16].[Na+].[CH2:20]([OH:22])[CH3:21]>>[CH3:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]([O:22][CH2:20][CH3:21])=[O:16])=[N:11][CH:12]=1Komponenten
5
Versuchsvorschrift
200 ml of ethanol and 100 ml (1.88 mol) of concentrated sulfuric acid were added to 55.5 g of 5-methylpyridine-2-carbonitrile to form a homogeneous solution, followed by heating under reflux for 2 days. The reaction liquid was gradually poured into a saturated aqueous solution of sodium hydrogencarbonate under cooling with ice to neutralize the sulfuric acid, followed by extraction with dichloromethane. The organic layer was washed with a saturated aqueous solution of common salt and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated in a reduced pressure to give 78.1 g of a brown oil of the title compound as the crude product.