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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1701431Generated: October 30, 2026

p-Toluenesulfonic acid → 11beta-Dipropylaminoacetoxy-3alpha-hydroxy-5alpha-pregnan-20-one

https://huagongshe.com/reaction/1701431

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium BicarbonateHCID 516892—
Reactant20,20-Ethylenedioxy-11beta-dipropylaminoacetoxy-5alpha-pregnan-3alpha-olHCID 70583543—
SolventAcetoneHCID 180—
Product11beta-Dipropylaminoacetoxy-3alpha-hydroxy-5alpha-pregnan-20-oneHCID 22810323—

Reaction Steps

Toluene-4-sulphonic acid (120 mg) was added to a solution of 20,20-ethylenedioxy-11β-dipropylaminoacetoxy-5α-pregnan-3α-ol (260 mg) in acetone (20 ml). The mixture was kept at room temperature until reaction was judged complete (TLC), when sodium bicarbonate solution was added and the precipitated material collected by filtration. Crystallization from ether-petroleum ether afforded title compound, m.p. 120°-122°, [α]D +92°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04192871
Source datasetuspto-grants-1980_03
ORD IDord-c67082fb4a05434f809a275d840f4ae7
Source noteuspto-grants-1980_03