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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098263Generated: October 30, 2026

Water → HCID 68560345, compound

https://huagongshe.com/reaction/2098263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic AnhydrideHCID 7918—
Reactant15alpha-Hydroxyandrost-4-ene-3,17-dioneHCID 11652383—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68560345HCID 6856034588%

Reaction Steps

According to this invention the 15α-hydroxy-androst-4-ene-3,17-dione of the formula (II) (Chem. Ind. 1956, 111) preferably is reacted with acetic anhydride in dry tetrahydrofuran in the presence of 4-dimethylaminopyridine below a temperature of 40° C., after the reaction has been completed the reaction mixture is added to water, when the precipitate is dense enough it is filtered, washed until it is free of mother liquor and dried. The 15α-acetoxyandrost-4-ene-3,7-dione of the formula (III) is obtained with 88% yield in a process which is easy to carry out and easy to scale up to any reasonable size. The compound obtained can be used in the next reaction step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450476B2
Source datasetuspto-grants-2013_05
ORD IDord-6c185f86e6f340669fd349f8549b8641
Source noteuspto-grants-2013_05