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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175842Generated: November 1, 2026

Dimethylformamide → 4-Fluoro-2-methoxybenzonitrile

https://huagongshe.com/reaction/2175842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
Reactant2-Bromo-5-fluoroanisoleHCID 7018043—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product4-Fluoro-2-methoxybenzonitrileHCID 2783329—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1-bromo-4-fluoro-2-methoxybenzene (25 g, 0.12 mol) in 250 mL of DMF was added Zn(CN)2 (28.6 g, 0.240 mol) and Pd(PPh3)4 (7.05 g, 6.10 mmol) at one portion and the reaction was charged with Ar and heated to 100° C. for 10 hours. Then the reaction was poured into 1 L of EtOAc and filtered through a kieselguhr pad. The filtrate was washed with water, brine, dried and concentrated to solid, which was purified by silica gel column to give 4-fluoro-2-methoxybenzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062070B2
Source datasetuspto-grants-2015_06
ORD IDord-01973d5872944f3e846ac3136cb42060
Source noteuspto-grants-2015_06