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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562682Generated: October 31, 2026

Benzaldehyde → 2-Propenoic acid, 3-phenyl-

https://huagongshe.com/reaction/562682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantHydrochloric AcidHCID 313—
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product2-Propenoic acid, 3-phenyl-HCID 8784—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of malonic acid (10.4 g, 0.1 mol) and the benzaldehyde (0.05 mol) in pyridine (20 mL) was added neat piperidine (0.75 mL, 7.6 mmol). The reaction mixture was stirred at 80° C. for 17 hr, chilled, then added to 200 mL cold water. This mixture was acidified with conc. HCl (25 mL) and the white precipitate collected by filtration, washed with 5×10 mL water, and dried to give pure cinnamic acid in typical yields of >95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067428B2
Source datasetuspto-grants-2011_11
ORD IDord-44339a58a64b46829c8fdcbb24d5559b
Source noteuspto-grants-2011_11