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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247147Generated: October 29, 2026

Water → Diethyl {[di(prop-2-en-1-yl)amino]methyl}phosphonate

https://huagongshe.com/reaction/2247147

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
ReactantAllyl bromideHCID 7841—
ReactantTriethylamineHCID 8471—
ReactantHCID 54407134HCID 54407134—
ProductDiethyl {[di(prop-2-en-1-yl)amino]methyl}phosphonateHCID 1525041384%

Reaction Steps

0.60 g (2.9 mmole) of diethyl allylaminoethylphosphonate was dissolved in 50 ml dry diethyl ether, and 1.17 g (11.6 mmole) triethylamine was added. After 15 minutes of stirring at room temperature, 1.40 g of allylbromide was added dropwise. The mixture was refluxed during 4 days. 50 ml of water was added to the mixture and was subsequently extracted three times with 50 ml CH2Cl2. The organic layers were combined and dried with MgSO4. After filtering MgSO4 and subsequent evaporation of the solvent, the resulting product was further purified with high vacuum distillation, providing 0,6 gram (2,4 mmole, 84% yield) diethyl diallylaminomethylphosphonate having a boiling point of 65° C. under a reduced pressure of 0.1 mbar. This product was further characterised by the following spectra:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687635B2
Source datasetuspto-grants-2010_03
ORD IDord-65b695040f704b98bc2c715e950a08c2
Source noteuspto-grants-2010_03