[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Cl)=[CH:15][CH:14]=1>>[F:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][O:1][C:2]2[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=2)[C:5]([O:7][CH3:8])=[O:6])=[CH:15][CH:14]=1Reaction of methyl 3-hydroxybenzoate with p-fluorobenzyl chloride as described in the preparation of Intermediate 1A gave the title ester as white prisms: mp 58-59° C. (hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 3.94 (3H, s, OCH3), 5.1 (2H, s, OCH2), 7.09-7.69 (8H, m, aromatics). Anal. Calcd for C15H13FO3: C, 69.22; H, 5.03. Found: C, 69.08; H, 4.97.
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