Methanol → HCID 58374324, 화합물

반응식

[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]

참가 물질

반응물 3

HCID 887Methanol

HCID 6101p-Toluenesulfonic acid

HCID 583743662,6-Difluoro-4-methoxy-3-nitrobenzaldehyde

생성물 1

HCID 58374324HCID 58374324, 화합물수율 85%

실험 절차

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).