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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007376Generated: October 29, 2026

Sodium Carbonate → 6-Phenyl-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1007376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenyl dihydrogen orthoborateHCID 78412—
Reactant6-bromo-2,3-dihydro-1H-indol-2-oneHCID 2773289—
SolventEthanolHCID 702—
Solvent1,2-DimethoxyethaneHCID 8071—
Product6-Phenyl-1,3-dihydro-indol-2-oneHCID 10536384—

Reaction Conditions

Temperature85 °C

Reaction Steps

2.4 g of 6-bromo-2-indolinone are placed in 60 ml of dimethoxyethane, 1.9 g of phenylboric acid in 8 ml of ethanol and 0.3 g of tetrakistriphenylphosphine palladium are added and to this mixture 12 ml of 2N sodium carbonate solution are added dropwise at ambient temperature. The mixture is stirred for 6 hours at 85° C. After cooling the catalyst is filtered off, the solvent is eliminated and the residue is washed with 100 ml of water and 20 ml of 1N sodium hydroxide solution. The residue is purified through a silica gel column with petroleum ether/ethyl acetate (8:2) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794395B1
Source datasetuspto-grants-2004_09
ORD IDord-c3f6e35ec8d04909a8eb479871bcf3f7
Source noteuspto-grants-2004_09