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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995771Generated: October 30, 2026

4-Methylanisole → p-(Dimethoxymethyl)anisole

https://huagongshe.com/reaction/1995771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylanisoleHCID 7731—
ReactantSodium CyanideHCID 8929—
Reactantp-(Methoxymethyl)anisoleHCID 73689—
Productp-(Dimethoxymethyl)anisoleHCID 7514015%

Reaction Steps

In the article "Nuclear Cyanation of Methylanisoles" by K. Yoshida, M. Shigi and T. Fueno in J. Org. Chem., 1975, Vol. 40, No. 1, pp. 63-66, the reaction of 4-methoxytoluene (Ic) in a methanolic solution of NaCN or Na acetate is described. In this reaction, 4-(methoxymethyl)-anisole and, in a material (current) yield of 15% (24%) of the theoretical, anisaldehyde-dimethylacetal (IIc) are also formed, in addition to the respective ring-substitution products.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04405816
Source datasetuspto-grants-1983_09
ORD IDord-1b82e5949d2b438fa229739f9e648332
Source noteuspto-grants-1983_09