Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772764Generated: November 2, 2026

Diethyl (cyanomethyl)phosphonate → HCID 67054970, compound

https://huagongshe.com/reaction/1772764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactanttert-Butyl 4-(2-oxoethyl)piperazine-1-carboxylateHCID 16737781—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67054970HCID 6705497069%

Reaction Steps

To a solution of 1 M of potassium tert-butoxide in THF (45.5 mL, 0.0455 mol) at 0° C. was added drop wise a solution of diethyl cyanomethylphosphonate (7.72 mL, 0.0477 mol) in THF (70 mL). The reaction mixture was warmed up to at RT, cooled to 0° C. again, and a solution of tert-butyl 4-(2-oxoethyl)piperazine-1-carboxylate (9.90 g, 0.0434 mol) in THF (10 mL) was added. The reaction mixture was allowed to warm up to RT and stirred for 2 more hours. After being quenched with water, the mixture was extracted with EtOAc. The organic layers were dried and concentrated. The residue was purified by silica gel column eluting with DCM to give the desired product (7.5 g, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249145B2
Source datasetuspto-grants-2016_02
ORD IDord-258220abcdf54e5b94b49436ec754af6
Source noteuspto-grants-2016_02