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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870382Generated: November 2, 2026

Acrylonitrile → 7-METHOXY-2H-CHROMENE-3-CARBONITRILE

https://huagongshe.com/reaction/870382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantDabcoHCID 9237—
Reactant2-Hydroxy-4-MethoxybenzaldehydeHCID 69600—
SolventEthyl AcetateHCID 8857—
Product7-METHOXY-2H-CHROMENE-3-CARBONITRILEHCID 1224302472.3%

Reaction Steps

To 2-hydroxy-4-methoxy-benzaldehyde (10.0 g, 65.72 mmol) and DABCO (1,4-diazabicyclo[2.2.2]octane) (1.84 g, 16.43 mmol) was added acrylonitrile (17.44 g, 328.62 mmol). The reaction mixture was refluxed for 20 h. The reaction mixture was diluted with ethyl acetate and the resulting rheum was separated. The organic phase was washed with a 1 molar solution of NaOH and then with a 1 molar solution of HCl. The organic layer was dried over magnesium sulfate, filtered, and the solvent evaporated under reduced pressure to give the crude product (8.89 g, 72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969552B2
Source datasetuspto-grants-2015_03
ORD IDord-2ce3dce5884f47b4b22de3754c5dbe51
Source noteuspto-grants-2015_03