Sodium Hydroxide → 2-(3-(2,6-Dimethoxybenzyloxy)phenyl)acetic acid

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Reaction Steps

To a stirred solution Ethyl 2-(3-(2,6-Dimethoxybenzyloxy)phenyl)acetate (Step A, 6 g, 18.2 mmol) in absolute ethanol (100 ml) was added 1N NaOH (40 ml) at room temperature. The reaction mixture was stirred for 3 hours, or until all the starting material is gone, concentrated and diluted with chloroform and acidified by 1M HCl to bring the pH to 3.5-4. The organic layer was washed with brine, dried over Na2SO4, filtered, concentrated and purified by flash chromatography on a silica gel column (chloroform:methanol, 95:5 spiked with acetic acid) to give the title compound as white solid.

Provenance & Evidence