Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692926Generated: November 2, 2026

Diethyl (cyanomethyl)phosphonate → HCID 66824449, compound

https://huagongshe.com/reaction/1692926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 66824419HCID 66824419—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66824449HCID 66824449—

Reaction Steps

To a solution of 1.0 M of potassium tert-butoxide in tetrahydrofuran (2.15 mL) at 0° C. was added dropwise a solution of diethyl cyanomethylphosphonate (0.364 mL, 0.00225 mol) in tetrahydrofuran (4 mL, 0.04 mol). The reaction was warmed to rt and then cooled to 0° C. again. To the reaction mixture was added a solution of 1-(fluoromethyl)-3-oxocyclobutanecarbonitrile (0.260 g, 0.00204 mol) in tetrahydrofuran (2 mL, 0.02 mol). The reaction was allowed to warm up to rt and stirred at rt overnight. After quenching with water, the mixture was extracted with ether. The combined organic layers were washed with water then brine, dried, and evaporated to dryness. The crude mixture was used directly in next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158616B2
Source datasetuspto-grants-2012_04
ORD IDord-94353a1e595445cc99ad29277304e379
Source noteuspto-grants-2012_04