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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45822Generated: October 23, 2026

Triethylamine → (3-Cyanophenyl-hydroxy-methyl]-phosphonic acid dimethyl ester

https://huagongshe.com/en/reaction/45822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantm-FormylbenzonitrileHCID 90670—
ReactantDimethylphosphiteHCID 21884954—
SolventEthyl AcetateHCID 8857—
Product(3-Cyanophenyl-hydroxy-methyl]-phosphonic acid dimethyl esterHCID 8665433274%

Reaction Steps

A mixture of 3-formyl-benzonitrile (10 g, 76.26 mmol), triethylamine (9.26 g, 91.05 mmol) and dimethyl-phosphite (10.91 g, 99.14 mmol) was stirred in ethyl acetate at room temperature for 2 hours. The solvent was evaporated and the residue was dissolved in ethyl acetate (50 ml), washed with a saturated ammonium chloride solution (1×50 ml), dried (Na2SO4) and the filtrate was evaporated affording the crude [(3-cyanophenyl-hydroxymethyl]-phosphonic acid dimethyl ester as a yellow solid (13.60 g, 56.43 mmol, 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541575B2
Source datasetuspto-grants-2013_09
ORD IDord-8ad35e0839e64030a4ffa510d4304690
Source noteuspto-grants-2013_09