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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833793Generated: November 1, 2026

Hydrochloric Acid → 4-Hydroxy-2-Methoxybenzaldehyde

https://huagongshe.com/reaction/1833793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantGuaiacolHCID 460—
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
ReactantAluminum(III) ChlorideHCID 6451240—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
Product4-Hydroxy-2-MethoxybenzaldehydeHCID 519541—

Reaction Steps

To 20 parts 2-methoxyphenol and 50 parts zinc cyanide, which were conditioned to an absolutely anhydrous state in a three-neck flask, was added 200 parts anhydrous ethylether. While blowing anhydrous hydrogen chloride gas into the mixture 30 parts aluminum chloride was simultaneously added, and the resultant was subjected to reaction for four hours to form a viscous oily matter. To the oily matter obtained from the reaction mixture by decantation was added water, it was cooled and the formed precipitates were separated and recovered. The precipitates were crystallized from water, thereafter thrice from a methanol-water system solvent to yield 10.2 parts 2-methoxy-4-hydroxybenzaldehyde, hereinafter referred to as Compound (IX), which had a melting point of 151° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04067142
Source datasetuspto-grants-1978_01
ORD IDord-322e53c745af462eadd02462fe564614
Source noteuspto-grants-1978_01