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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1641606Generated: October 31, 2026

Vanillin → 3-(4-Hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one

https://huagongshe.com/reaction/1641606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
Reactant4'-HydroxyacetophenoneHCID 7469—
ReactantPotassium HydroxideHCID 14797—
SolventDiethylene glycol diethyl etherHCID 8179—
Product3-(4-Hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-oneHCID 6673887893.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

20 g of potassium hydroxide are initially introduced into 100 g of diethylene glycol diethyl ether, heated to 120° C. with stirring and combined with a mixture of 14 g of p-hydroxyacetophenone and 15 g of vanillin within 1 h. Once addition is complete, stirring is continued for a further 20 min, the mixture hydrolyzed and adjusted to pH 6-7. Once the phases have separated, the solvent is removed and 25 g of 3-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)-2-propen-1-one are obtained, yield: 93% of theoretical.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08115033B2
Source datasetuspto-grants-2012_02
ORD IDord-f7dbd4e15c9345b982098fb4efd4dfae
Source noteuspto-grants-2012_02