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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455290Generated: October 29, 2026

Water → Ethyl2-cyano-5-fluorobenzoate

https://huagongshe.com/reaction/455290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantTriphenylphosphineHCID 11776—
ReactantEthyl 2-bromo-5-fluorobenzoateHCID 15037299—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductEthyl2-cyano-5-fluorobenzoateHCID 55265172—

Reaction Conditions

Temperature130 °C

Reaction Steps

Zinc cyanide (26.5 g; 0.225 mol) and Pd2(dba)3 (1.9 g; 3.4 mmol) were added to a solution of ethyl 2-bromo-5-fluorobenzoate (27.9 g; 0.112 mol) in DMF (71 ml). Triphenyl phosphine (2.9 g; 11 mmol) was added and then the reaction mixture was stirred at 130° C. under nitrogen atmosphere for 4 hours. The mixture was poured out into H2O (300 ml) and then extracted with EtOAc (200 ml). The organic layer was separated, washed with H2O (2×100 ml), brine (100 ml), dried (MgSO4), filtered and the solvent was evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497270B2
Source datasetuspto-grants-2013_07
ORD IDord-8885373191a242848b5bc37f044c440d
Source noteuspto-grants-2013_07