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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616144Generated: October 29, 2026

4-Methoxyphenol → Methyl 2-[2-(4-methoxyphenoxy)ethyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate

https://huagongshe.com/reaction/1616144

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxyphenolHCID 9015—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMethyl 2-(2-bromoethyl)-1-oxo-1,2-dihydroisoquinoline-7-carboxylateHCID 67281903—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-[2-(4-methoxyphenoxy)ethyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylateHCID 67283710—

Reaction Steps

To a solution of 4-methoxyphenol (74 mg, 0.59 mmol) in THF (2.5 mL) was added potassium tert-butoxide (52 mg, 0.46 mmol). The reaction mixture was stirred at rt for 3 h, then methyl 2-(2-bromoethyl)-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (80 mg, 0.26 mmol) in DMF (2.5 mL) was added and the resulting mixture was stirred at rt overnight. The mixture was then concentrated to afford methyl 2-[2-(4-methoxyphenoxy)ethyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate. LC-MS: (FA) ES+354.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765773B2
Source datasetuspto-grants-2014_07
ORD IDord-6884bc943294445b84e28895e749ab17
Source noteuspto-grants-2014_07