Ethanol → Ethyl 2-chloro-4-hydroxybenzoate
Reaktionsgleichung
[Cl:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[C:4]#N.S(=O)(=O)(O)[OH:12].[CH2:16]([OH:18])[CH3:17]>>[CH2:16]([O:18][C:4](=[O:12])[C:3]1[CH:6]=[CH:7][C:8]([OH:10])=[CH:9][C:2]=1[Cl:1])[CH3:17]Komponenten
4
Versuchsvorschrift
A solution of 2-chloro-4-hydroxy-benzonitrile (5.0 g, 32.6 mmol) in ethanol (125 ml) was treated with conc. sulphuric acid (25 ml) and the mixture heated at reflux for 3 days. Conc. sulphuric acid (25 ml) was added and the mixture was heated at reflux for another 2 days. The volatiles were removed in vacuo, and the aqueous residue was basified with saturated NaHCO3 and extracted 4 times with diethyl ether. The combined organic extracts were dried and concentrated in vacuo to yield the title compound (2.5 g, 38%).