[CH3:1][O:2][C:3]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:4]=1[CH:5]=O.[OH-].[Na+].Cl.[CH3:17][C:18]([CH3:20])=[O:19]>O>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:4]=1[CH:5]=[CH:17][C:18](=[O:19])[CH3:20]To a mixture of 2-methoxy-4-nitrobenzaldehyde (10.0 g; 55.2 mmol) in 11 mL of water and 11 mL of acetone at 65° C. was added a 1% solution of NaOH (13.8 mL) over 30 minutes. The mixture was heated at 65° C. for 2 h, cooled in an ice bath and neutralized with 10% HCl. A solid precipitated which was filtered, washed with water and dried under vacuum to afford 12.2 g (100%) of the title compound as a reddish-brown solid. HPLC (Method #1) 2.48 min retention time, (80%); MS (ES): m/z 222 [M+H]+.
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