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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049567Generated: October 26, 2026

Water → 1-Bromo-3-[(methoxymethoxy)methyl]benzene

https://huagongshe.com/reaction/1049567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromobenzyl alcoholHCID 85141—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-3-[(methoxymethoxy)methyl]benzeneHCID 11447578—

Reaction Conditions

Temperature60 °C

Reaction Steps

Under a nitrogen atmosphere, chloromethyl methyl ether (6.09 mL) was added to a solution of 3-bromobenzylalcohol (5.00 g) and diisopropylethylamine (18.9 mL) in THF (45 mL) at 0° C., and the mixture was stirred at 60° C. for 1 hr. Water was added to the reaction mixture at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with 1N hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product (6.37 g) of the title compound. This compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-55033361e52443d3b194c6959dd2f184
Source noteuspto-grants-2016_07