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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337251Generated: October 29, 2026

Sodium Cyanide → 2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrile

https://huagongshe.com/reaction/337251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant2-((5-(Bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzeneHCID 66958660—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrileHCID 66959087—

Reaction Steps

The solution of 2-((5-(bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzene (Step D, 3.28 g, 9.7 mmol) and NaCN (0.624 g, 12.7 mmol) in dry DMF (20 ml) was heated at 120° C. for 2.5 hours then cooled and diluted with EtOAc (50 ml). The organic layer was washed with water (30 ml), brine, dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889724B2
Source datasetuspto-grants-2014_11
ORD IDord-5f5a684092fb4797897fd13a6a70c1da
Source noteuspto-grants-2014_11