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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429406Generated: October 26, 2026

Diethyl (cyanomethyl)phosphonate → HCID 68233453, compound

https://huagongshe.com/reaction/1429406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantLithium ChlorideHCID 433294—
Reactanttert-butyl N-[(2R)-1-oxo-3-phenylpropan-2-yl]carbamateHCID 7020444—
SolventAcetonitrileHCID 6342—
ProductHCID 68233453HCID 6823345377.1%

Reaction Steps

To a stirred suspension of LiCl (1.0 g, 24 mmol) in dry ACN (200 mL) under nitrogen at rt, was added (EtO)2POCH2CN (4.2 g, 24 mmol), DBU (3.0 g, 20 mmol) and compound 31d (5.0 g, 20 mmol). Almost all of the salt soon dissolved and the reaction completed in 1.5 h. The reaction was quenched with citric acid, and the mixture was extracted with EA three times. The combined organic layers were washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by CC (hexane/EAc=5:1) to give compound 31e (4.2 g, 77% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940722B2
Source datasetuspto-grants-2015_01
ORD IDord-d5c1ecd261d34affb831c3a79948455f
Source noteuspto-grants-2015_01