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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844726Generated: October 31, 2026

Water → 1-Bromo-3-(tert-butyl)-5-methoxybenzene

https://huagongshe.com/reaction/1844726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,3-dibromo-5-tert-butylbenzeneHCID 2761170—
ReactantSodium MethoxideHCID 10942334—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product1-Bromo-3-(tert-butyl)-5-methoxybenzeneHCID 5874554982%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 1,3-dibromo-5-tert-butylbenzene (289 mg, 1 mmol) in DMF (20 mL) were added NaOMe (2 eq) and CuI (0.03 eq). The mixture was stirred at 80° C. for 3 h and then was poured into water and extracted with EA. The combined organic layers were washed with brine and dried over Na2SO4. After filtration, the filtrate was evaporated to give compound 14a as solid (200 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946446B2
Source datasetuspto-grants-2015_02
ORD IDord-58ad272b773d4da4bb8db892f13e510c
Source noteuspto-grants-2015_02