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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295959Generated: October 25, 2026

Diethyl Ether → 5-Bromo-1-tert-butyl-2-methoxy-3-nitrobenzene

https://huagongshe.com/reaction/1295959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-tert-butyl-6-nitrophenolHCID 22929786—
SolventDimethylformamideHCID 6228—
Product5-Bromo-1-tert-butyl-2-methoxy-3-nitrobenzeneHCID 2293014790.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

Potassium carbonate (453 g) and methyl iodide (164 ml) were added to a solution of 4-bromo-2-(tert-butyl)-6-nitrophenol (600 g) in dimethylformamide (6000 ml) and the mixture was stirred at 50° C. for 4 hours. Ether (6000 ml) was added and the reaction mixture was washed 3 times with water. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to yield a crude product of the title compound (569 g) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244730B2
Source datasetuspto-grants-2007_07
ORD IDord-0a6cf78a88ae42a49b522045688b1bef
Source noteuspto-grants-2007_07