HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610033Generated: October 27, 2026
Sodium hydride → 2-(5-Methoxybenzo[b]furan-3-yl)acetonitrile
https://huagongshe.com/reaction/610033
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | 5-Methoxybenzofuran-3(2H)-one | HCID 346608 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(5-Methoxybenzo[b]furan-3-yl)acetonitrile | HCID 15618728 | — |
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 THF 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05998461 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-a8faacc43cc64c928b7372f4bd094ef1 |
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| Source note | uspto-grants-1999_12 |
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