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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398773Generated: October 30, 2026

1,4-Dichloro-2-butyne → HCID 54243264, compound

https://huagongshe.com/reaction/398773

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dichloro-2-butyneHCID 13182—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantDiethyl phosphonomethanolHCID 76513—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54243264HCID 54243264—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of hydroxymethylphosphonic acid diethylester (3.35 g, 20 mmol), 1,4-dichloro-2-butyne (3.8 g, 30 mmol) and tetra-n-butylammonium iodide,(0.75 g, 2 mmol) in anhydrous tetrahydrofuran (100 ml), sodium hydride (0.95 g, 24 mmol, 60% in oil) is added in portions at 0° C. The resulting mixture is stirred overnight at 0° C. Then the reaction 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 (2.3 g, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05817647
Source datasetuspto-grants-1998_10
ORD IDord-ff822ecd195e400ea0895409b1883100
Source noteuspto-grants-1998_10