Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921521Generated: October 28, 2026

Water → HCID 67501770, compound

https://huagongshe.com/reaction/921521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Bromo-4-fluorobenzonitrileHCID 118939—
ReactantHCID 178506293HCID 178506293—
SolventDimethylformamideHCID 6228—
ProductHCID 67501770HCID 6750177037.9%

Reaction Steps

Sodium hydride (0.183 g, a 55% dispersion in paraffin liquid) was added to a solution of compound (1d) (0.940 g) in N,N-dimethylformamide (hereinafter referred to as DMF, 6 mL) at room temperature, followed by stirring for 30 min. Subsequently, 2-bromo-4-fluorobenzonitrile (0.838 g) was added to the reaction solution, followed by stirring at 60° C. for 1 hr. After cooling, water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated saline in this order and was dried over anhydrous sodium sulfate. After distillation of the solvent, the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (1e) (0.56 g, 380) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273045B2
Source datasetuspto-grants-2016_03
ORD IDord-d88d604ca2dc4bddaf3abb604b34d812
Source noteuspto-grants-2016_03