Lithium hydroxide, monohydrate → HCID 69830595, compound

Participants

Reaction Steps

To a solution of methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyloxy)phenyl-acetate (23 g, 0.08 mol) in methanol (80 mL) and water (5 mL) was added LiOH-H2O (13.8 g, 4 eq.). After stirring the reaction mixture at room temperature for 4 h, the volatiles were removed under vacuo and the residue was partitioned between EtOAc and H20. The aqueous layer was separated, cooled with an ice bath, and then acidified with 10% aq. HCl. The acidic aqueous layer was extracted with EtOAc. The EtOAc layer was washed with NaCl (sat.), dried over Na2SO4, and concentrated to give 3-((R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyloxy)phenylacetic acid as a white solid (22 g, >99% yield).

Provenance & Evidence