Methanol → HCID 58374324, Verbindung
Reaktionsgleichung
[F:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[C:8]([O:13][CH3:14])[CH:7]=[C:6]([F:15])[C:3]=1[CH:4]=[O:5].[C:16]1(C)C=CC(S(O)(=O)=O)=CC=1.[CH3:27][OH:28]>>[CH3:27][O:28][CH:4]([O:5][CH3:16])[C:3]1[C:2]([F:1])=[C:9]([N+:10]([O-:12])=[O:11])[C:8]([O:13][CH3:14])=[CH:7][C:6]=1[F:15]Komponenten
4
Versuchsvorschrift
A mixture of 2,6-difluoro-4-methoxy-3-nitro-benzaldehyde (6.3 g, 29 mmol) in methanol (30 mL) with p-toluenesulfonic acid (110 mg, 0.58 mmol) was heated at reflux for 18 hours. The reaction mixture was concentrated in vacuo and the residue partitioned between saturated aqueous sodium hydrogen carbonate and ethyl acetate. The aqueous layer extracted with ethyl acetate and the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a pale yellow solid (6.52 g, 85%). 1H NMR (CDCl3) 6.59 (1 H, dd, J=11.48, 2.08 Hz), 5.52 (1 H, s), 3.93 (3 H, s), 3.45 (6 H, s).