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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187287Generated: October 31, 2026

Sulfuric Acid → HCID 15871124, compound

https://huagongshe.com/reaction/2187287

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 numberUS06407086B2
Source datasetuspto-grants-2002_06
ORD IDord-d60d95de93c94bd0a509a4c790034f67
Source noteuspto-grants-2002_06