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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581676Generated: November 1, 2026

Sodium hydride → HCID 86587036, compound

https://huagongshe.com/reaction/581676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantDiethyl phosphonomethanolHCID 76513—
Reactant1,4-Dichloro-cis-2-buteneHCID 6432115—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86587036HCID 86587036—

Reaction Steps

To a mixture of hydroxymethyl phosphonic acid diethylester (1.68 g, 10 mmol), Z-1,4-dichloro-2-butene (1.9 g, 15 mmol) and tetra-n-butylammonium iodide (0.36 g, 1 mmol) in anhydrous tetrahydrofuran (15 ml), sodium hydride (0.48 g, 12 mmol, 60% in oil) is added at 0° C. The resulting mixture is stirred overnight at 20° C., hydrolyzed with a saturated solution of ammonium chloride and extracted with diethylether. The title product is obtained by flash chromatography on silica gel (1.2 g, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922696
Source datasetuspto-grants-1999_07
ORD IDord-d5d363e9bb22445ca477215897e7ee46
Source noteuspto-grants-1999_07