Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1060010Generated: November 1, 2026

Water → HCID 54291565, compound

https://huagongshe.com/reaction/1060010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-Methoxypyridin-2-yl)-2-nitrobenzaldehydeHCID 18667545—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54291565HCID 54291565—

Reaction Conditions

Temperature5 °C

Reaction Steps

To a suspension of sodium hydride (60% dispersion in mineral oil, 101 mg) in tetrahydrofuran (10 ml) was added a solution of diethylphosphonoacetic acid ethyl ester (0.535 ml) dropwise at 0° C., and the mixture was stirred at 5° C. for 30 minutes. Then to the resultant mixture was added a solution of 4-(4-methoxypyridin-2-yl)-2-nitrobenzaldehyde (543 mg) in tetrahydrofuran (10 ml) dropwise at 0° C., and the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was triturated with diisopropyl ether, filtered and dried to give 4-(4-methoxypyridin-2-yl)-2-nitrocinnamic acid ethyl ester (557 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06521643B1
Source datasetuspto-grants-2003_02
ORD IDord-19f6fb3203644195a2d93500a6cad4a5
Source noteuspto-grants-2003_02