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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650074Generated: October 25, 2026

Sulfuric Acid → (17alpha)-17-Hydroxy-3-oxoandrosta-4,9(11)-diene-17-carbonitrile

https://huagongshe.com/reaction/1650074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant17-Cyano-9,17-dihydroxyandrost-4-ene-3-oneHCID 3082778—
SolventWaterHCID 962—
Product(17alpha)-17-Hydroxy-3-oxoandrosta-4,9(11)-diene-17-carbonitrileHCID 10859900—

Reaction Steps

17β-Cyano-9α,17α-dihydroxyandrost-4-en-3-one (I, EXAMPLE 85, 313 mg) is added to sulfuric acid (57%, 5 ml) at 2° and is stirred at 2°-5° for several hr and then overnight at 22°; solids formed. Water (10 ml) is added at 10°, the mixture stirred for 15 min, the solids collected and air dried to give the title compound, NMR (CDCl3 /DMSO-d6 ; 5/1) 5.7, 5.6, 1.4 and 0.9 δ.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04921638
Source datasetuspto-grants-1990_05
ORD IDord-8a7407084025441487b5cfe4085f2b7c
Source noteuspto-grants-1990_05