Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330273Generated: October 30, 2026

Sodium hydride → HCID 14819342, compound

https://huagongshe.com/reaction/330273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactant7-Chloro-3(2H)-benzofuranoneHCID 14819341—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14819342HCID 1481934297.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred suspension of NaH 50% dispersion in mineral oil, washed with hexane; 1.82 g, 0.0378 mol) in THF (70 mL) was added a solution of diethyl cyanomethylphosphonate (6.7 g, 0.0378 mol) in THF (30 mL) dropwise over 20 minutes. After 20 minutes, the mixture was cooled to 0° C. and a solution of 7-chlorobenzofuran-3-one (5.8 g, 0.0344 mol) in THF (80 mL) was added dropwise over 30 minutes. The cooling bath was removed and stirring was continued at room temperature overnight. H2O (400 mL) and ether were added. The organic phase was washed with saturated aqueous NaCl, dried (MgSO4), and concentrated to give a red solid (6.4 g, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04895860
Source datasetuspto-grants-1990_01
ORD IDord-73e85f9b94f14ff48c00cb054b74ab0b
Source noteuspto-grants-1990_01