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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396704Generated: November 1, 2026

Water → HCID 53990727, compound

https://huagongshe.com/reaction/2396704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant5-Bromobenzo[b]furan-3(2H)-oneHCID 10512748—
ReactantDimethyl [2-(dimethylamino)-2-oxoethyl]phosphonateHCID 12921478—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53990727HCID 53990727—

Reaction Steps

Dimethyl [2-(dimethylamino)-2-oxoethyl]phosphonate (5 g) was added to a stirred suspension of sodium hydride (1.02 g of a 60% dispersion in oil) in dry THF (100 ml) at 0° under nitrogen. After stirring for 15 minutes 5-bromo-3-(2H)-benzofuranone (5.0 g) in THF (20 ml) was added dropwise and stirred at room temperature for 3 h. Water (50 ml) was added and the mixture extracted with ethyl acetate (3×50 ml), dried and the solvent removed in vacuo. The crude material was purified by flash chromatography using 50% ethyl acetate/hexane as eluant to yield the title compound as a pale yellow solid m.p. 92°-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05494910
Source datasetuspto-grants-1996_02
ORD IDord-4363076e54bd40aba011dea182baa5aa
Source noteuspto-grants-1996_02