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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673681Generated: November 2, 2026

Sodium hydride → HCID 57460183, compound

https://huagongshe.com/reaction/1673681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-methoxyacetoacetateHCID 123500—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57460183HCID 5746018398%

Reaction Steps

A solution of methyl 4-methoxy-3-oxobutyrate (10.7 g) in tetrahydrofuran (150 mL) was added to a mixture of sodium hydride (1.91 g) and tetrahydrofuran (150 mL) at room temperature, and the mixture was stirred at room temperature for 30 min. 4′-(Bromomethyl)biphenyl-2-carbonitrile (10 g) was added to the reaction mixture, and the reaction mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated. To the residue were added 5% aqueous potassium hydrogen sulfate solution and then ethyl acetate, and the mixture was extracted. The ethyl acetate layer was washed with saturated brine and concentrated. The residue was purified by silica gel column chromatography to give the title compound as a colorless oil (12.1 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998968B2
Source datasetuspto-grants-2011_08
ORD IDord-e6ce2a1ca69f4e3fb997b8adde96c74d
Source noteuspto-grants-2011_08