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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929328Generated: October 29, 2026

Hydrochloric Acid → HCID 53404339, compound

https://huagongshe.com/reaction/929328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant4-Hydroxy-3-methylbenzaldehydeHCID 139901—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
ProductHCID 53404339HCID 5340433984%

Reaction Conditions

Temperature60 °C

Reaction Steps

3-Methyl-4-hydroxybenzaldehyde (794 mg, 5.83 mmol), malonic acid (911 mg, 8.75 mmol) and piperidine (144 μl) were added to pyridine (5 ml), and the mixture was stirred at 60° C. for 22 hours under an argon atmosphere. The reaction mixture was allowed to cool to room temperature, and water (20 ml) was added. 6N Hydrochloric acid was added to allow precipitation of a solid. The precipitated solid was collected by filtration, and the filtrate was washed with water and dried under reduced pressure. The obtained solid was recrystallized from diethylether-n-hexane to give 3-methyl-4-hydroxycinnamic acid (872 mg, yield 84.0%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09295624B2
Source datasetuspto-grants-2016_03
ORD IDord-a5dd8ae948f546d5aa1434cb66a44ab6
Source noteuspto-grants-2016_03