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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260392Generated: November 2, 2026

Malonic Acid → HCID 58387360, compound

https://huagongshe.com/reaction/1260392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
Reactant2,4-Difluoro-3-hydroxybenzaldehydeHCID 593909—
SolventPyridineHCID 1049—
SolventPiperidineHCID 8082—
ProductHCID 58387360HCID 5838736086.7%

Reaction Steps

A mixture of 2,4-difluoro-3-hydroxybenzaldehyde (0.255 g, 1.613 mmol) and malonic acid (0.168 g, 1.613 mmol) in pyridine (6 ml) and piperidine (0.06 ml) was heated to reflux for 1 h. All the volatile were removed and the residue was partitioned between NaHCO3 sat. and Et2O. The aqueous phase was acidified with 37% HCl until pH <3 and extracted with AcOEt. The organic layer was dried over sodium sulphate and evaporated to give (E)-3-(2,4-difluoro-3-hydroxyphenyl)acrylic acid (280 mg) as pale a brown solid. The compound was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470831B2
Source datasetuspto-grants-2013_06
ORD IDord-a0ae8c3922124436981f4b3dd0ac63ad
Source noteuspto-grants-2013_06