[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)([OH:19])N.Cl([O-])=O.[Na+]>C(O)(=O)C.O>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:12]=[CH:13][C:14]=2[O:15][CH3:16])[C:10]([OH:19])=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1A suspension of 3-cyclopentyloxy-4-methoxybenzaldehyde (19.8 g, 0.09 mole) and sulfamic acid (11.4 g, 0.12 mole) in 80% acetic acid (155 mL) was stirred while a solution of 80% sodium chlorite in water (43 mL) was slowly added. The reaction temperature was maintained at about 20° C. with an ice bath. The resulting yellow mixture was stirred at 20° C. for 1.5 hours, diluted with water (160 mL) and then stirred for 10 minutes. A white solid was isolated by filtration, washed with water and dried in a vacuum oven at 60° C. to provide 19.3 g of 3-cyclopentyloxy-4-methoxybenzoic acid.
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