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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63269Generated: October 25, 2026

Chloromethyl Methyl Ether → 1,2-Dimethoxy-4-(methoxymethoxy)benzene

https://huagongshe.com/reaction/63269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
Reactant3,4-DimethoxyphenolHCID 16251—
ReactantDiisopropylethylamineHCID 81531—
SolventDichloromethaneHCID 6344—
Product1,2-Dimethoxy-4-(methoxymethoxy)benzeneHCID 14910566—

Reaction Steps

To a stirred solution of 3,4-bis(methyloxy)phenol (Commercial eg Alfa Aesar) (1.0 g) and DIPEA (2.28 ml) in DCM (15 ml) was added chloromethyl methyl ether (0.74 ml) at 0 C. After stirring at 25-30 C. for 17 h, the reaction was washed with dilute hydrochloric acid and saturated aqueous sodium bicarbonate. This was dried over sodium sulphate and purified through silica eluting with 0-5% ethyl acetate in hexane, to give the title compound, 0.80 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447074B2
Source datasetuspto-grants-2016_09
ORD IDord-4b50b033a95a448ea8fd081aada03c0c
Source noteuspto-grants-2016_09