Hydrochloric Acid → HCID 86594543, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2E,4E,6Z)-8,8,8-trifluoro-7-(3-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-3-methyl-octa-2,4,6-trienoic acid ethyl ester (Compound 1, 87 mg, 0.19 mmol) in EtOH (2 mL) was added 1M NaOH (0.68 mL). The mixture was heated to 60° C. for 2 h, was cooled to ambient temperature, acidified with 1M HCl, and extracted with EtOAc (×3). The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (40% EtOAc-hexane) and HPLC (20% EtOAc-hexane) to give the title compound as a white solid (75 mg, 92%).

Provenance & Evidence