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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1285319Generated: November 1, 2026

Methanol → Melengestrol

https://huagongshe.com/reaction/1285319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
ReactantTrimethyl phosphiteHCID 8472—
ReactantHCID 18601426HCID 18601426—
SolventTriethylamineHCID 8471—
ProductMelengestrolHCID 9906614—

Reaction Steps

6-Methyl-16-(phenylsulfenylmethyl)-pregna-4,6-diene-3,20-dione (VIA, Example 22, 150 mg), toluene (1.25 ml), methanol (0.216 ml), triethylamine (0.011 ml) and finally trimethylphosphite (0.076 ml) were added to a vial which was sealed, stirred and heated at 100° for 4.75 hr. The mixture was concentrated under reduced pressure to an oil which is TLC'd on silica gel eluting with acetone/methylene chloride (5/95) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04567001
Source datasetuspto-grants-1986_01
ORD IDord-16cc2908bc544806ad50e3d3e55b55cc
Source noteuspto-grants-1986_01