Lithium Hydroxide → HCID 67581421, compound

Participants

Reaction Steps

800 mg (1.3 mmol) of the above methyl ester (e), 340 mg (7.8 mmol) of lithium hydroxide and 50 ml of THF were introduced into a round-bottomed flask and the mixture was heated at reflux for twelve hours. It was evaporated to dryness, the residue was taken up in water, acidified to pH 1 and extracted with ethyl ether. The organic phase was separated out after settling had taken place, dried over magnesium sulfate and evaporated. The residue obtained was purified by chromatography on a column of silica, eluted with ethyl ether. 420 mg (54%) of 4-[3-hydroxy-3-[3-1-adamantyl)-2,4-di(methoxyethoxymethoxy)phenyl]-1-propynyl]benzoic acid, having a melting point of 79°-81° C., were recovered.

Provenance & Evidence