Sodium Hydroxide → HCID 22261428, compound

Participants

Reaction Steps

To a solution of ethyl (2RS,3RS)-2-[3-(tert-butyloxy)benzyl]-3-(4-fluorophenyl)-3-hydroxypropanoate (8.8 g, 23.5 mmol) in methanol (100 ml) was added 2N aqueous sodium hydroxide solution (23.5 ml, 47 mmol), and the mixture was stirred at room temperature for 3 hrs. The reaction solution was acidified with 5% aqueous potassium hydrogen sulfate solution (100 ml). The mixture was extracted with ethyl acetate (200 ml). The extract was washed with water, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The residue was crystallized from hexane to give (2RS,3RS)-2-[3-(tert-butyloxy)benzyl]-3-(4-fluorophenyl)-3-hydroxypropanoic acid.

Provenance & Evidence