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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263826Generated: October 26, 2026

Dimethylformamide → 1-Bromo-4-(methoxymethoxy)benzene

https://huagongshe.com/reaction/263826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-BromophenolHCID 7808—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium hydrideHCID 24758—
SolventWaterHCID 962—
Product1-Bromo-4-(methoxymethoxy)benzeneHCID 1046591979.3%

Reaction Conditions

Temperature30 °C

Reaction Steps

Into a reactor, 40 g of p-bromophenol and 200 ml of DMF (dimethylformamide) were charged, to which 10 g of a 60% NaH (sodium hydride) were gradually added to give a solution. To the solution, 18 g of methoxymethyl chloride were added dropwise with stirring at a temperature of 30° C. or lower, and reacted overnight at room temperature to give a reaction solution. The reaction solution was poured into water, extracted with benzene, washed with water, dried over sodium sulfate anhydride, and thereafter the solvent was evaporated and the residue was distilled under reduced pressure to give 38.4 g (Y., 79.3%) of 4-bromopheny methoxymethyl ether. b.p.; 65°-67° C./0.6 mmHg GC; 99.4%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05645760
Source datasetuspto-grants-1997_07
ORD IDord-dba3e2a808814be1a1da1ce5cc25a59a
Source noteuspto-grants-1997_07