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

Participants

Reaction Steps

To a stirred solution Ethyl 2-(2-(2,6-dimethylbenzyloxy)phenyl)acetate (Step B, 4.70 g, 15.7 mmol) in absolute ethanol (75 ml) was added 1N NaOH (35 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