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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 988256Generated: November 4, 2026

Methyl iodide → 6-Methoxy-1,3,3-trimethylindolin-2-one

https://huagongshe.com/reaction/988256

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Methoxy-3,3-dimethylindolin-2-oneHCID 22241603—
SolventTetrahydrofuranHCID 8028—
Product6-Methoxy-1,3,3-trimethylindolin-2-oneHCID 21931858—

Reaction Steps

To a cooled solution (−5°-0° C.) of 6-methoxy-3,3-dimethyl-1,3-dihydro-indol-2-one (600 mg, 3.14 mmol) in THF (10.5 mL) is added 60% NaH (132 mg, 3.30 mmol) and the mixture stirred for 15 min. Add dropwise to the reaction mixture iodomethane (215 μL, 3.45 mmol), the cold bath is removed and stirred for 2 hrs. The reaction is quenched with sat NH4Cl soln, warmed to room temp and diluted with EtOAc.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06635655B1
Source datasetuspto-grants-2003_10
ORD IDord-8d9fa819fa054953a265f03a5b43cc74
Source noteuspto-grants-2003_10