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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753963Generated: October 28, 2026

Chloromethyl Methyl Ether → 1-Chloro-3-(methoxymethoxy)benzene

https://huagongshe.com/reaction/1753963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl Methyl EtherHCID 7864—
Reactant3-ChlorophenolHCID 7933—
ReactantDiisopropylethylamineHCID 81531—
SolventDichloromethaneHCID 6344—
Product1-Chloro-3-(methoxymethoxy)benzeneHCID 12179664—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 3-chlorophenol (50 g, 390.62 mmol, 1.00 equiv) in DCM (500 mL) was added DIEA (554 g, 4.29 mol, 11.00 equiv), followed by chloro(methoxy)methane (380 g, 10.00 equiv) at 20° C. The resulting mixture was allowed to react, with stirring, for 4 h at 20° C. The reaction mixture was then quenched with water. The separated organic phase was washed with water (2×), dried over Na2SO4 and then concentrated under vacuum to give 1-chloro-3-(methoxymethoxy)benzene as a white oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09168248B2
Source datasetuspto-grants-2015_10
ORD IDord-8c14796f2ada444dbeed6e86249d55e4
Source noteuspto-grants-2015_10