[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([N+:10]([O-:12])=[O:11])[C:3]=1[O:13][CH3:14].Br[CH2:16][C:17]([O:19][CH3:20])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:6]([C:5]1[CH:8]=[CH:9][C:2]([O:1][CH2:16][C:17]([O:19][CH3:20])=[O:18])=[C:3]([O:13][CH3:14])[C:4]=1[N+:10]([O-:12])=[O:11])=[O:7]A solution of 4-hydroxy-3-methoxy-2-nitrobenzaldehyde (2.0 g, 10 mmol) in DMF (10 mL) was added with methyl bromoacetate (1.1 mL, 11 mmol) and potassium carbonate (2.1 g, 15 mmol), followed by stirring for 1.5 hours. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=9/1) to obtain methyl (4-formyl-2-methoxy-3-nitrophenoxy)acetate (2.2 g, 84%).
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