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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533517Generated: October 31, 2026

Water → 2-(4-Bromo-2-fluorophenyl)acetonitrile

https://huagongshe.com/reaction/533517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant4-Bromo-1-(chloromethyl)-2-fluorobenzeneHCID 2773361—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromo-2-fluorophenyl)acetonitrileHCID 717230893.8%

Reaction Steps

2-Fluoro-4-bromo-chloromethylbenzene (25.0 g, 112 mmol) and NaCN (6.32 g, 129 mmol) were dissolved in DMF (70 mL) and the solution was stirred under a N2 atmosphere for 18 hrs at ambient temperature. The solution was poured into water (300 mL), and was extracted with EtOAc (1×1 L, 4×300 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated under reduced pressure, yielding the title compound (22.5 g, 105 mmol, 93%) as a yellow oil that contained some traces of DMF. 1H-NMR (CDCl3, 300 MHz): 3.75 (s, 2H); 7.20-7.4 (m, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853258B2
Source datasetuspto-grants-2014_10
ORD IDord-0e2b3aa2aee34c4fba274abf193b1913
Source noteuspto-grants-2014_10