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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878396Generated: October 31, 2026

Diethyl Ether → HCID 57881436, compound

https://huagongshe.com/reaction/1878396

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantm-FormylbenzonitrileHCID 90670—
ReactantHCID 178418365HCID 178418365—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57881436HCID 57881436—

Reaction Conditions

Temperature0 °C

Reaction Steps

15% Isopropyl magnesium bromide in diethyl ether (23.5 mL, 24.0 mmol) was added to a stirred solution of 3-formylbenzonitrile (2.62 mg, 20.0 mmol) in dry tetrahydrofuran (18 mL), at 0° C. under a nitrogen atmosphere. After stirring at 0° C. for 1 hour, then at room temperature for 2 hours, the mixture was partitioned between ethyl acetate and 1M hydrochloric acid. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine, dried over sodium sulfate and concentrated under vacuum. The residue was purified with silica column chromatography (eluting with 9% to 25% ethyl acetate in heptane) to afford the title compound (1.164 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314091B2
Source datasetuspto-grants-2012_11
ORD IDord-241d5828c1d24cc3bc6caf0afdcef425
Source noteuspto-grants-2012_11