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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295013Generated: October 27, 2026

Acetic Anhydride → Diethyl 2-acetylaminoethylphosphonate

https://huagongshe.com/reaction/2295013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantPotassium CarbonateHCID 11430—
ReactantDiethyl (2-aminoethyl)phosphonateHCID 2733596—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductDiethyl 2-acetylaminoethylphosphonateHCID 2326340893.5%

Reaction Steps

To a solution of diethyl 2-aminoethylphosphonate (10.5 g), triethylamine (7.0 g) in dichloromethane (200 ml) at 0° C. was added dropwise acetic anhydride (7.1 g). After 20 hours at room temperature, the reaction mixture was diluted with brine, made basic with 5% aqueous potassium carbonate, and extracted twice with dichloromethane. The extract was dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel (5% methanol in chloroform) to give (12.1 g) of diethyl 2-acetylaminoethylphosphonate as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05691366
Source datasetuspto-grants-1997_11
ORD IDord-925c5f2df7ee49a484feb63d07a6ca33
Source noteuspto-grants-1997_11