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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384787Generated: October 31, 2026

Formaldehyde → 2-BENZYL-PROPENAL

https://huagongshe.com/reaction/1384787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantStearic AcidHCID 5281—
ReactantBenzenepropanalHCID 7707—
ReactantDibutylamineHCID 8148—
SolventWaterHCID 962—
Product2-BENZYL-PROPENALHCID 109097043,762.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A four-necked 500-ml flask equipped with a thermometer and condenser was charged with 134 g (1.0 mol) of 3-phenylpropionaldehyde, 85 g (1.05 mol) of a 37% aqueous formalin solution and 6 g (0.02 mol) of stearic acid, followed by the dropwise addition of 9 g (0.07 mol) of dibutylamine at room temperature under a nitrogen atmosphere over 10 minutes. After the temperature was increased to 90° C., stirring was conducted at the same temperature for 30 minutes. After cooling, 200 ml of water were added to the reaction mixture. The resulting mixture was then extracted with 200 ml of hexane, followed by washing with 200 ml of water. The organic layer was dried and concentrated, whereby 161 g of a crude product were obtained. The crude product was distilled (3.5 mmHg, 80° C.), whereby 110 g (yield: 75%) of 2-benzylacrylaldehyde were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06262014B1
Source datasetuspto-grants-2001_07
ORD IDord-b09721c1a60e4d97924a1d0e781ef7f0
Source noteuspto-grants-2001_07