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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 528659Generated: October 29, 2026

2-Bromophenol → 1-Bromo-2-(methoxymethoxy)benzene

https://huagongshe.com/reaction/528659

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromophenolHCID 7244—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantSodium CarbonateHCID 10340—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-Bromo-2-(methoxymethoxy)benzeneHCID 1131047967.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-bromophenol (5.0 g, 28.90 mmol) and chloro(methoxy)methane (3.4 g, 43.35 mmol) in DMF (50 mL) was added sodium carbonate (18.7 g, 57.8 mmol). The reaction mixture was heated at 80° C. for 12 h. After completion, the reaction mixture was diluted with water (100 mL) and extracted with ethyl acetate (2×100 mL). The organic layer was washed with water (3×100 mL), dried over sodium sulfate and concentrated under reduced pressure to yield desired 1-bromo-2-(methoxymethoxy)benzene (4.2 g, 67.7%) as a clear liquid, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346798B2
Source datasetuspto-grants-2016_05
ORD IDord-a5b8c2cf45384d498606426db9cd2b68
Source noteuspto-grants-2016_05