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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222370Generated: October 31, 2026

3,4-Dimethoxybenzeneacetonitrile → HCID 23089835, compound

https://huagongshe.com/reaction/2222370

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DimethoxybenzeneacetonitrileHCID 66727—
Reactant1-(Chloromethoxy)-2-methoxyethaneHCID 77590—
Reactant3-FluorosalicylaldehydeHCID 587788—
ProductHCID 23089835HCID 2308983562.2%

Reaction Steps

The hydroxyl group of 3-fluoro-2-hydroxybenzaldehyde (560 mg) was protected by use of 2-methoxyethoxymethyl chloride (500 mg) in accordance with (production process 1), to thereby produce an MEM form (660 mg, yield: 72%). The resultant MEM form (650 mg) and 3,4-dimethoxybenzyl cyanide (500 mg) were subjected to condensation in accordance with process A of (production process 2), to thereby produce (Z)-2-(3,4-dimethoxy-phenyl)-3-(3-fluoro-2-methoxyethoxymethoxy-phenyl)-acrylonitrile (680 mg, yield: 58%). The thus-produced (Z)-2-(3,4-dimethoxy-phenyl)-3-(3-fluoro-2-methoxyethoxymethoxy-phenyl)-acrylonitrile (670 mg) was subjected to deprotection in accordance with (production process 3), to therey produce the target product (140 mg, yield: 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371773B2
Source datasetuspto-grants-2008_05
ORD IDord-c62dc3868ebd4b1f85190b926c8e9e00
Source noteuspto-grants-2008_05