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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1605170Generated: October 26, 2026

3-Methoxyphenol → 1,3-Dimethyl-4-(m-methoxyphenyloxy)-benzene

https://huagongshe.com/reaction/1605170

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethoxyphenolHCID 9007—
ReactantTetramethylureaHCID 12437—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantBenzene, 1-bromo-2,4-dimethyl-HCID 68503—
SolventWaterHCID 962—
Product1,3-Dimethyl-4-(m-methoxyphenyloxy)-benzeneHCID 21549657—

Reaction Steps

A mixture of 1,3-dimethyl-4-bromobenzene, 10.5 g. of m-methoxyphenol, 4.65 g. of cuprous oxide, 40 ml. of tetramethylurea, and 75 ml. of N-methylpyrrolidone is stirred at 165° for 96 hours. The resultant mixture is diluted with water and extracted with methylene chloride. The methylene chloride extracts are chromatographed on 300 g. of alumina with gradient elution using hexane:ether to give 1,3-dimethyl-4-(m-methoxyphenyloxy)-benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03949084
Source datasetuspto-grants-1976_04
ORD IDord-6b639ce2671f4045b8a7ddbf95e838ee
Source noteuspto-grants-1976_04