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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059306Generated: November 1, 2026

Chloranil → HCID 86738326, compound

https://huagongshe.com/reaction/2059306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloranilHCID 8371—
ReactantPlomestaneHCID 9904788—
Solventtert-ButanolHCID 6386—
SolventEthyl AcetateHCID 8857—
ProductHCID 86738326HCID 86738326—

Reaction Steps

A mixture of 250 mg of 10-(2-propynyl)estr-4-ene-3,17-dione, and 460 mg of chloranil in 17 ml of tert-butyl alcohol is heated at reflux temperature for 3 hours. The mixture is diluted with ethyl acetate and filtered and the filtrate is washed with aqueous 1 N sodium hydroxide and with brine, and dried. The solvent is then evaporated and the residue is chromatographed on silica gel using ethyl acetate-hexane to give 10-(2-propynyl)estra-4,6-diene-3,17-dione. This compound has the following structural formula ##STR13##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04322416
Source datasetuspto-grants-1982_03
ORD IDord-f08ce9da20994567bce7e8afb0d19547
Source noteuspto-grants-1982_03