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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522883Generated: October 25, 2026

Sodium Cyanide → 2-(2-Fluoro-3-methoxyphenyl)acetonitrile

https://huagongshe.com/reaction/1522883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant1-(Chloromethyl)-2-fluoro-3-methoxybenzeneHCID 53870833—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-(2-Fluoro-3-methoxyphenyl)acetonitrileHCID 2307447282.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 1-(chloromethyl)-2-fluoro-3-methoxybenzene (8.6 g, 49.3 mmol) in ethanol (60 mL) and water (10 mL), sodium cyanide (4.8 g, 98.5 mmol) was added. The resulting solution was heated at 70° C. for 16 h. After cooling to room temperature, the solution was poured into water (200 mL) and extracted with ethyl acetate (2×200 mL). The combined organic layers were washed (brine), dried (Na2SO4), and concentrated in vacuo to give the title compound (6.7 g). 1H NMR (CDCl3): δ 7.13-7.07 (m, 1H), 7.02-6.92 (m, 2H), 3.89 (s, 3H), 3.81 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09078871B2
Source datasetuspto-grants-2015_07
ORD IDord-beba31d2ef3d4bd0b175daf48f8e0c5c
Source noteuspto-grants-2015_07