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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222324Generated: November 1, 2026

3-Hydroxybenzaldehyde → 3-[(2-Methoxyethoxy)methoxy]benzaldehyde

https://huagongshe.com/reaction/2222324

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
Reactant1-(Chloromethoxy)-2-methoxyethaneHCID 77590—
Product3-[(2-Methoxyethoxy)methoxy]benzaldehydeHCID 1575517584.6%

Reaction Steps

The hydroxyl group of 3-hydroxybenzaldehyde (1.5 g) was protected by use of 2-methoxyethoxymethyl chloride (1.4 g) in accordance with (production process 1), to thereby produce 3-methoxyethoxymethoxybenzaldehyde (2.0 g, yield: 76%). The thus-produced 3-methoxyethoxymethoxybenzaldehyde (1.9 g) and 3,4-dimethoxybenzyl cyanide (1.6 g) were subjected to condensation in accordance with process A of (production process 2), to thereby yield a methoxyethoxymethoxy form (hereinafter will be referred to as 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 (1.2 g, yield: 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371773B2
Source datasetuspto-grants-2008_05
ORD IDord-ca7871a015a34364bcebe3f20fcf783a
Source noteuspto-grants-2008_05