2,2-Dimethyl-7-phenyl-7-pyridin-3-yl-hept-6-enoic acid → (E)-2,2-dimethyl-7-phenyl-7-(3-pyridyl)-6-heptenoic acid

Participants

Reaction Conditions

Reaction Steps

(Z)-2,2-dimethyl-7-phenyl-7-(3-pyridyl)-6-heptenoic acid (0.1 g) was dissolved in 18% aqueous hydrochloric acid (1 ml) and the solution was heated at 100° C. for 21 hours. Extraction, separation and concentration in the conventional manner gave the crude product. High performance liquid chromatography of this crude product revealed that its E isomer/Z isomer ratio was E/Z=63:28. This crude product (85 mg) was subjected to preparative high performance chromatography to give (E)-2,2-dimethyl-7-phenyl-7-(3-pyridyl)-6-heptenoic acid (46 mg).

Provenance & Evidence