(E)-4-(2-chloro-4-biphenylyl)-3-pentene-2-ol → HCID 21547088, compound

Participants

Reaction Steps

40.0 Gm (0.147 mol) of (E)-4-(2-chloro-4-biphenylyl)-3-pentene-2-ol, dissolved in 800 ml of ethyl acetate, were hydrogenated at room temperature and at a hydrogen pressure of 3 atmospheres in the presence of 15.0 gm of Raney-nickel until hydrogen absorption had ceased. The catalyst was then filtered off, and the filtrate was evaporated in vacuo. The residue, a colorless, non-crystallizing, highly viscous oil, was purified by chromatography on silicagel, first using benzene and then benzene/ethyl acetate (ratio by volume = 9:1) as the eluant. The product, a mixture of both possible diastereomers, was not stable enough for distillation in a high vacuum. The characterization was effected by IR-, UV- and H-NMR-spectra as well as by elemental analysis:

Provenance & Evidence