Quinoline → HCID 53962161, compound

Participants

Reaction Steps

A solution of 10 g of the product of Step A in 50 ml of ethyl acetate containing 1 ml of quinoline was added to a suspension of 1 g of 50% palladized barium sulfate in 50 ml of ethyl acetate and the mixture was stirred in a hydrogen atmosphere until absorption ceased. The catalyst was removed by filtration and the filtrate was washed with dilute hydrochloric acid and water, dried over magnesium sulfate and evaporated. The residue was chromatographed over silica and was eluted with an 8-2 mixture of methylene chloride-ethyl acetate to obtain 6 g of ethyl 8-hydroxy-3-oxo-6-tetradecenoate in the form of a pale yellow oil with a refractive index of nD23 = 1.4602.

Provenance & Evidence