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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phenyl dihydrogen orthoborate | HCID 78412 | — |
| Reactant | 6-bromo-2,3-dihydro-1H-indol-2-one | HCID 2773289 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 6-Phenyl-1,3-dihydro-indol-2-one | HCID 10536384 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06794395B1 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-c3f6e35ec8d04909a8eb479871bcf3f7 |
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| Source note | uspto-grants-2004_09 |
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