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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958845Generated: November 2, 2026

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

https://huagongshe.com/reaction/1958845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant5-(3-(2,6-Dimethylbenzyloxy)-4-methoxybenzyl)-1H-tetrazoleHCID 178489943—
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 Na2SO2, 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 numberUS08410154B2
Source datasetuspto-grants-2013_04
ORD IDord-a9d598ec38564ea59d2abc3510900e93
Source noteuspto-grants-2013_04