Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837271Generated: October 30, 2026

Methanol → 3,11alpha-Diacetoxy-estra-3,5-dien-17-one

https://huagongshe.com/reaction/1837271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPyridineHCID 1049—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcetic AnhydrideHCID 7918—
Reactant11a-Hydroxy-estr-4-ene-3,17-dioneHCID 10902298—
Product3,11alpha-Diacetoxy-estra-3,5-dien-17-oneHCID 69918053—

Reaction Conditions

Temperature-30 °C

Reaction Steps

10 g of p-toluenesulfonic acid is added to 100 g of 11α-hydroxy-estr-4-ene-3,17-dione in 1 liter of acetic anhydride at room temperature. After 5 hours, the solution is stirred into pyridine-containing ice/water, the precipitated product is suctioned off and washed neutral with water. The water-moistened crude product that is obtained is mixed with 200 ml of methanol, stirred for 30 minutes at −30° C., the crystallizate is suctioned off, washed with cold methanol and dried in a vacuum at 50° C. 115 g of 3,11α-diacetoxy-estra-3,5-dien-17-one is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06780855B2
Source datasetuspto-grants-2004_08
ORD IDord-cf1864457bfd4710a19fd493caf8dee8
Source noteuspto-grants-2004_08