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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38667Generated: October 25, 2026

Acetone → 4-(3-Ethoxy-4-hydroxyphenyl)but-3-en-2-one

https://huagongshe.com/reaction/38667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
ReactantEthylvanillinHCID 8467—
ReactantSodium HydroxideHCID 14798—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product4-(3-Ethoxy-4-hydroxyphenyl)but-3-en-2-oneHCID 6924742970.4%

Reaction Steps

10% sodium hydroxide aqueous solution (80 ml) was added under stirring to a solution of 3-ethoxy-4-hydroxybenzaldehyde (16.6 g, 100 mmol) in acetone (50 ml), 95% ethanol (50 ml) and water (400 ml). The reaction mixture was stirred for 24 hr at room temperature, after the reaction completed, the reaction mixture was neutralized with 6N hydrochloric acid to adjust pH=7.0, the precipitated yellow solid was collected by filtration, washed with water and ethanol successively, dried, and then recrystallized from 95% ethanol to give 14.5 g of a yellow crystal, mp: 98-100° C., yield 70.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524744B2
Source datasetuspto-grants-2013_09
ORD IDord-ff7f346f666d4b05a119f33b618adecf
Source noteuspto-grants-2013_09