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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971435Generated: October 25, 2026

Methyl formate → 17beta-Hydroxy-2-hydroxymethylene-6alpha-methylandrost-4-en-3-one

https://huagongshe.com/reaction/971435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl formateHCID 7865—
Reactant6alpha-MethyltestosteroneHCID 236417—
ReactantSodium MethoxideHCID 10942334—
Reactant4,17alpha-Dimethyl-2-hydroxymethylene TestosteroneHCID 57349609—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product17beta-Hydroxy-2-hydroxymethylene-6alpha-methylandrost-4-en-3-oneHCID 70603326—

Reaction Steps

17β-Hydroxy-2-hydroxymethylene-6α-methylandrost-4-en-3-one was prepared from 286 g. of 17β-hydroxy-6α-methylandrost-4-en-3-one (6α-methyltestosterone), 410 ml. of methyl formate, 140 g. of sodium methoxide, 40 ml. of methanol and 3 l. of tetrahydrofuran according to the procedure of Example 1, part (c). The total product, obtained nearly quantitative yield as an amber glass was used directly in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04160027
Source datasetuspto-grants-1979_07
ORD IDord-8999705e8090481b8976251e836de4c8
Source noteuspto-grants-1979_07