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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114157Generated: October 31, 2026

Vanillin → 1,5-Bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-one

https://huagongshe.com/reaction/2114157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantVanillinHCID 1183—
SolventAcetoneHCID 180—
Product1,5-Bis(4-hydroxy-3-methoxyphenyl)penta-1,4-dien-3-oneHCID 468133—

Reaction Steps

From vanillin and acetone in a 2:1 molar rate in acid medium, in temperatures that changes between 25 and 60° C., under ultrasonic irradiation conditions in a range from 25 to 40 KHz for a period of 1 to 3 hours further putting the reacted mixture into water/ice until producing the raw product, which dissolves in a solution of sodium hydroxide or potassium hydroxide (between 10-30%) being filtered; the filtrated is treated with hydrochloric acid or sulphuric acid from a concentration between 10-30%, the obtained product being filtered again, finally it is washed with distillated water until obtaining a neutral pH, this operation being repeated until the total purification of the product, not being necessary to perform a new purification of the compound using other procedures such as recrystallization or chromatographic column (the purity was determined by means of the HPLC technique):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432401B2
Source datasetuspto-grants-2008_10
ORD IDord-b60e0fd664134ee99180b21a69ccab2d
Source noteuspto-grants-2008_10