[Br:1]Br.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH:14]=[O:15])[CH:8]=[CH:7]2.O>C(O)(=O)C>[Br:1][C:5]1[C:4]([OH:3])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][C:9]([CH:14]=[O:15])=[CH:10]2Step b) Bromine (7.45 mL, 145.3 mmol) was added dropwise to a cold (0° C.) solution of 6-hydroxy-2-naphthaldehyde (25.0 g, 145.3 mmol) in acetic acid (300 mL). After stirring for 30 minutes the mixture was poured into water (21), and the precipitated solid filtered and dried to yield a brown solid (34.5 g, 94% yield, m.p. 189-190).
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