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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896668Generated: November 1, 2026

Trimethyl phosphite → (4-methylsulfanyl-benzyl)-phosphonic acid dimethyl ester

https://huagongshe.com/reaction/896668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl phosphiteHCID 8472—
Reactant1-(Chloromethyl)-4-(methylthio)benzeneHCID 70128—
SolventHydrochloric AcidHCID 313—
SolventEthyl AcetateHCID 8857—
Product(4-methylsulfanyl-benzyl)-phosphonic acid dimethyl esterHCID 10955842—

Reaction Conditions

Temperature140 °C

Reaction Steps

To trimethylphosphite (8.6 g, 70 mmol) at 140° C. was added 4-methylthiobenzyl chloride (10 g, 58 mmol). The resulting mixture was stirred at 140° C. for 18 h, cooled at 21° C. then diluted with HCl 10% and ethyl acetate. The organic extracts were washed (H2O), (brine), dried (MgSO4), filtered, and concentrated. Purification by flash chromatography (eluting with ethyl acetate) provided the (4-methylsulfanyl-benzyl)-phosphonic acid dimethyl ester compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919353B2
Source datasetuspto-grants-2005_07
ORD IDord-ea8c3f1807ef4113873d86199ba421d7
Source noteuspto-grants-2005_07