Hydrochloric Acid → HCID 42602611, compound

Participants

Reaction Steps

To a solution of (S)-3-[4-(spiro[4.5]dec-6-en-7-ylmethoxy)-phenyl]-hex-4-ynoic acid methyl ester (1.33 g) obtained in Step 7 in a mixed solvent of tetrahydrofuran (13 mL)-methanol (13 mL) was added 2N aqueous sodium hydroxide solution (4.6 mL), followed by stirring the reaction mixture at room temperature overnight. Then, to the reaction mixture were added successively 2N aqueous hydrochloric acid solution (5.1 mL), ethyl acetate (100 mL) and sodium sulfate (50 g), followed by stirring for 30 minutes. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:hexane (volume ratio)=20:80) to give (S)-3-[4-(spiro[4.5]dec-6-en-7-ylmethoxy)-phenyl]-hex-4-ynoic acid (895 mg) as the desired compound.

Provenance & Evidence