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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599536Generated: October 25, 2026

Hydrochloric Acid → (E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acid

https://huagongshe.com/reaction/599536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium HydroxideHCID 14798—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 27282445—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
Product(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 5952803085.4%

Reaction Steps

Ethyl diethylphosphonoacetate (5.7 g) and lithium hydroxide monohydrate (1.3 g) were sequentially added to a mixed solution of 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (5.0 g) in THF (20 mL) and ethanol (5 mL), and the reaction solution was stirred at room temperature for nine hours. A 2 N sodium hydroxide solution (20 mL) was added to the reaction solution, and the reaction solution was stirred at room temperature for 12 hours. The reaction solution was cooled to 0° C., and 2 N hydrochloric acid (20 mL) was added to the reaction solution. The resulting precipitate was collected by filtration. The resulting precipitate was washed with water and ethyl acetate to obtain 5.1 g of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897632B2
Source datasetuspto-grants-2011_03
ORD IDord-368d9e0ae8654e22a1385b817fc4f6eb
Source noteuspto-grants-2011_03