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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222334Generated: October 30, 2026

3,4-Dimethoxybenzeneacetonitrile → (z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrile

https://huagongshe.com/reaction/2222334

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DimethoxybenzeneacetonitrileHCID 66727—
ReactantHCID 87761353HCID 87761353—
Product(z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrileHCID 1044898337.7%

Reaction Steps

The hydroxyl group of 3-ethoxy-4-hydroxybenzaldehyde (2.0 g) was protected by use of 2-methoxyethoxymethyl chloride (1.5 g) in accordance with (production process 1), to thereby produce 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g, yield: 91%). The thus-produced 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g) and 3,4-dimethoxybenzyl cyanide (2.0 g) were subjected to condensation in accordance with process A of (production process 2), to thereby yield an MEM form of the target product. Subsequently, the protective group was removed from the MEM form in accordance with (production process 3), to thereby produce the target product (1.35 g, yield: 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371773B2
Source datasetuspto-grants-2008_05
ORD IDord-57b98e096a814287923c6713da48c270
Source noteuspto-grants-2008_05