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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198390Generated: November 1, 2026

Acetone → 21-Desacetoxy-21-Chloro Anecortave

https://huagongshe.com/reaction/2198390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
ReactantTetrahydrofuranHCID 8028—
Reactant21-Chloro-17alpha-hydroxy-20-methoxypregna-4,9(11),20-trien-3-oneHCID 86738511—
SolventMethanolHCID 887—
SolventHexaneHCID 8058—
Product21-Desacetoxy-21-Chloro AnecortaveHCID 13037654—

Reaction Steps

21-Chloro-17α-hydroxy-20-methoxypregna-4,9(11),20-trien-3-one (IX, Example 4, 1.0 g), THF (4 ml), acetone (4.9 ml), and methanol (1.4 ml) are mixed. Aqueous hydrochloric acid (6 N, 0.44 ml) is added and the resulting slurry heated at 40° for 1.5 hours. The mixture is cooled to 20°-25° and diluted with hexane (3 ml). The solids are isolated by filtration and washed with hexane/ethyl acetate (85/15, 13 ml) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04357279
Source datasetuspto-grants-1982_11
ORD IDord-1dd7ff70ebe147bba322a69581e40cf3
Source noteuspto-grants-1982_11