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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692939Generated: October 29, 2026

Diethyl (cyanomethyl)phosphonate → HCID 86634346, compound

https://huagongshe.com/reaction/1692939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 66824283HCID 66824283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86634346HCID 86634346—

Reaction Steps

To a solution of 1.0 M of potassium tert-butoxide in tetrahydrofuran (5.1 mL) was added dropwise at 0° C. diethyl cyanomethylphosphonate (0.82 mL, 0.0051 mol). The reaction was warmed to rt and 30 min later cooled to 0° C. again. To the reaction mixture was added a solution of 2,2′-(3-oxocyclobutane-1,1-diyl)diacetonitrile (0.5 g, 0.003 mol) in THF (5 mL). The reaction was allowed to warm up to rt gradually and stirred at rt for 2 h. The reaction was quenched with saturated aq. NH4Cl, then extracted with EtOAc. The combined organic layers were washed with brine, dried over MgSO4 and concentrated to give a brown oily crude product, which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158616B2
Source datasetuspto-grants-2012_04
ORD IDord-80e43e7b9da04ad1b7e838d6e5b1420f
Source noteuspto-grants-2012_04