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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2397055Generated: October 30, 2026

Triethyl phosphonoacetate → HCID 54164066, compound

https://huagongshe.com/reaction/2397055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium BicarbonateHCID 516892—
Reactant5-Chloro-2-(2-phenylethoxy)benzaldehydeHCID 18986880—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54164066HCID 54164066168.7%

Reaction Steps

In an argon gas stream, 3.49 g of potassium t-butoxide was added to a solution of 8.36 g of ethyl diethylphosphonoacetate in 100 ml of tetrahydrofuran under ice-cooling. The obtained mixture was then stirred at the same temperature for 1 hour. Next, a solution of 5.40 g of 5-chloro-2-(2-phenylethoxy)benzaldehyde in 30 ml of tetrahydrofuran was added dropwise to the reaction mixture and the resulting mixture was stirred at the same temperature for 1 hour and then at room temperature for 19 hours. After adding 30 ml of a saturated aqueous solution of sodium hydrogencarbonate, the mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, 11.56 g of crude ethyl 5-chloro-2-(2-phenylethoxy)cinnamate was obtained. Thus compound was not purified any more but used in the subsequent reaction as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05495046
Source datasetuspto-grants-1996_02
ORD IDord-828f0629d46641b48a09095f1074ce7e
Source noteuspto-grants-1996_02