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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482757Generated: November 3, 2026

Methanol → (1-Methoxyethyl)benzene

https://huagongshe.com/reaction/1482757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthylbenzeneHCID 7500—
ReactantDi-tert-butyl peroxideHCID 8033—
Product(1-Methoxyethyl)benzeneHCID 1991335%

Reaction Conditions

Temperature90 °C

Reaction Steps

Into a pressure vessel methanol (84 μL, 1 mmol, 1 eq) was added and diluted with ethylbenzene (1.225 mL, 10 mmol, 10 eq). To this stirring solution was added 1 mol % of a stock solution of {[Cl2NN]Cu}2(benzene) from the catalyst stock solution described in Example 4 (200 μL=0.01 mmol). After adding of tert-butyl peroxide (220 μL, 1.2 mmol), the pressure vessel was sealed and heated to 90° C. for 24 hr. The catalyst was separated by exposing the mixture to air and filtering through Celite®. After removing ethylbenzene under vacuum, the residue was analyzed by GC/MS and 1H NMR to determine the yield and consumption of starting materials. 1H NMR Yield: 35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416080B2
Source datasetuspto-grants-2016_08
ORD IDord-ef33535f270348ecb34c7c17495ca65c
Source noteuspto-grants-2016_08