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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030746Generated: October 26, 2026

Sodium Bicarbonate → Davidigenin

https://huagongshe.com/reaction/1030746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant1-[2,4-Bis(methoxymethoxy)phenyl]-3-(4-methoxymethoxyphenyl)-1-propanoneHCID 19744892—
ReactantEthyl acetate hexaneHCID 21226206—
ReactantHydrochloride methanolHCID 21893726—
SolventMethanolHCID 887—
ProductDavidigeninHCID 44234286.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

Then, 4.44 g of the so-obtained 1-[2,4-bis(methoxymethoxy)phenyl]-3-(4-methoxymethoxyphenyl)-1-propanone was dissolved in methanol, and 38 ml of a hydrochloric acid/methanol reagent was added to the solution and the mixture was stirred at 60° C. for 30 minutes. After the reaction, the reaction liquid was poured into ice water, neutralized with a saturated solution of sodium hydrogencarbonate and extracted with ethyl acetate, and the organic layer was washed with water, dried with sodium sulfate and concentrated under a reduced pressure to obtain a reaction mixture The reaction mixture was subjected to the column chromatography [69 g of 270-400 mesh Kieselgel 60; 0.5 kg/cm2 ; eluting solvent=hexane/ethyl acetate (1/1)] to obtain 2.55 g (yield=86.7%) of 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-propanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05106871
Source datasetuspto-grants-1992_04
ORD IDord-bcedcc4a170d49d18df8ada287fc3751
Source noteuspto-grants-1992_04