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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444801Generated: October 30, 2026

Dimethylformamide → HCID 86610812, compound

https://huagongshe.com/reaction/1444801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 59168956HCID 59168956—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86610812HCID 86610812—

Reaction Conditions

Temperature150 °C

Reaction Steps

Trifluoro-methanesulfonic acid 4-methyl-2-oxo-2H-chromen-6-yl ester (10.38 mg, 33.7 mmol), Zn (CN)2 (4.7 g) and Pd(PPh3)4 (3.8 g) were dissolved in DMF (200 mL) at room temperature in a sealed tube. After 10 min, the reaction mixture was heated to 150° C. for 4 h. The reaction mixture was then cooled to room temperature and ethyl acetate (800 mL) was added. The reaction mixture was then poured into a separation funnel, washed with water (2×400 ml) and brine (2×600 ml). The organic layer was dried over sodium sulfate and concentrated. The product was purified on silica gel eluted with 30-80% ethyl acetate in hexanes to yield 4-methyl-2-oxo-2H-chromene-6-carbonitrile as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662975B2
Source datasetuspto-grants-2010_02
ORD IDord-bf47e04577fa4302be2ec02cd32cbb3b
Source noteuspto-grants-2010_02