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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1764969Generated: October 31, 2026

Sulfuric Acid → HCID 15871124, compound

https://huagongshe.com/reaction/1764969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAluminum isopropoxideHCID 11143—
Reactant8-DehydrocholesterolHCID 129846—
SolventTolueneHCID 1140—
SolventCyclohexanoneHCID 7967—
ProductHCID 15871124HCID 1587112469.9%

Reaction Steps

A solution of 2.20 g cholesta-5,8-dien-3β-ol in 27 ml toluene and 6 ml cyclohexanone is refluxed for 10 minutes in a Dean-Stark apparatus. 0.57 g aluminum isopropoxide are added and the reaction mixture is refluxed for 30 minutes. After cooling and addition of sulfuric acid (2 N), the resulting mixture is extracted with ethyl acetate. The organic layer is separated, washed with saturated sodium bicarbonate solution and water, dried over anhydrous sodium sulphate and filtered. After evaporation of the solvent the residue is chromatographed with a mixture of hexane and ethyl acetate to give 1.53 g cholesta-4,8-dien-3-one as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039678E1
Source datasetuspto-grants-2007_06
ORD IDord-b928f96e223b4beabb6a99f283410f97
Source noteuspto-grants-2007_06