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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325280Generated: October 25, 2026

Methanol, 1-methoxy-, 1-acetate → 17alpha,21-Diacetoxy-6-methyl-4,6-pregnadiene-3,20-dione

https://huagongshe.com/reaction/325280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanol, 1-methoxy-, 1-acetateHCID 78087—
Reactant17,21-Bis(acetyloxy)pregn-4-ene-3,20-dioneHCID 102165—
ReactantSodium AcetateHCID 517045—
SolventChloroformHCID 6212—
SolventPhosphorus oxychlorideHCID 24813—
Product17alpha,21-Diacetoxy-6-methyl-4,6-pregnadiene-3,20-dioneHCID 5444873755.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

Under argon, a suspension of 0.5 g of sodium acetate in 60 ml of anhydrous chloroform, 2 ml of distilled phosphorus oxychloride, and 15 ml of methoxymethyl acetate is agitated for 30 minutes at a bath temperature of 60° C. After adding 2.0 g of 17α,21-diacetoxy-4-pregnene-3,20-dione, the mixture is further stirred for 3 hours at 70° C. and worked up analogously to Example 1. The dark crude product is purified on 200 g of silica gel with a hexane-ethyl acetate gradient (0-40% ethyl acetate), yielding 1.15 g of 17α,21-diacetoxy-6-methyl-4,6-pregnadiene-3,20-dione, mp 213°-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04440684
Source datasetuspto-grants-1984_04
ORD IDord-fc3ea11338344e7e9ca20a6f4c6e62ec
Source noteuspto-grants-1984_04