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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420782Generated: November 4, 2026

Sodium hydride → 2-(5-Methoxybenzo[b]furan-3-yl)acetonitrile

https://huagongshe.com/reaction/1420782

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactant5-Methoxybenzofuran-3(2H)-oneHCID 346608—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Methoxybenzo[b]furan-3-yl)acetonitrileHCID 15618728—

Reaction Conditions

Temperature-15 °C

Reaction Steps

Under inert atmosphere, 83 mmol of sodium hydride are suspended in 100 ml of anhydrous THF. The temperature is cooled at -15° C. and 83 mmol (14.7 g) of (EtO)2POCH2CN in 50 ml of 1BF are dropply added. Then 55 mmol (9 g) of compound obtained in stage A in 100 ml of THF are dropwised at -15° C. The solution is stirred during 2 hours at that temperature before being hydrolysed. The mixture is extracted with ethyl acetate and the organic layers are washed with brine, dried over magnesium sulfate and concentrated. The title product is obtained after purification by chromatography on silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06071946
Source datasetuspto-grants-2000_06
ORD IDord-b515ed3bc03e42c583ddc8d774831303
Source noteuspto-grants-2000_06