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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2117211Generated: November 1, 2026

Potassium Carbonate → 6-[3-(1,3,3-Trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yloxymethyl)-phenyl]-hexanoic Acid Methyl Ester

https://huagongshe.com/reaction/2117211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-hydroxy-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-oneHCID 21931777—
Reactant6-(3-Bromomethyl-phenyl)-hexanoic Acid Methyl EsterHCID 54219117—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-[3-(1,3,3-Trimethyl-2-oxo-2,3-dihydro-1H-indol-6-yloxymethyl)-phenyl]-hexanoic Acid Methyl EsterHCID 6921614441.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 6-hydroxy-1,3,3-trimethyl-1,3-dihydro-indol-2-one (396 mg, 2.07 mmol) in DMF (7.6 mL) is added 6-(3-Bromomethyl-phenyl)-hexanoic acid methyl ester (682 mg, 2.28 mmol) and potassium carbonate (315 mg, 2.28 mmol). The resulting mixture is heated to 60° C., stirred for 2 hrs. then cooled to room temp and diluted with EtOAc. The organic layer is washed with water, brine, dried over MgSO4 and concentrated. The residue is purified by flash chromatography (eluting with 30% ethyl acetate/hexanes) to give 352 mg of title compound. MS (ESI) 410 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE040558E1
Source datasetuspto-grants-2008_10
ORD IDord-1f9c2abdb31a4f8dbda1ada84dabcb22
Source noteuspto-grants-2008_10