Water → 3-(4-Hydroxyphenyl)hex-4-ynoic acid

Participants

Reaction Conditions

Reaction Steps

To a suspension of 5-[1-(4-hydroxyphenyl)-but-2-ynyl]-2,2-dimethyl-[1,3]dioxan e-4,6-dione (54.8 g) obtained in Substep 2 in 3-pentanone (200 mL) was added water (100 mL), followed by stirring the reaction mixture at 100° C. for 2 days. After cooling down to room temperature, the aqueous layer of the reaction mixture was saturated with sodium chloride, followed by extraction with 3-pentanone. The organic layer was dried and concentrated, followed by recrystallizing the residue from an ethyl acetate-hexane mixed solvent to give 3-(4-hydroxyphenyl)-hex-4-ynoic acid (34.2 g).

Provenance & Evidence