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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662774Generated: October 30, 2026

Ethyl Acetate → HCID 86625721, compound

https://huagongshe.com/reaction/1662774

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-chloro-1H-indole-2,3-dioneHCID 87203—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86625721HCID 86625721—

Reaction Steps

Under nitrogen atmosphere, to a suspension of 3.57 g of 5-chloroisatin in THF (100 ml) was added 865 mg of NaH under ice cooling and the reaction mixture was stirred for one hour. Thereafter, the solution prepared beforehand was added dropwise. The solution was stirred at the same temperature for two hours, then, a saturated aqueous solution of NH4Cl and EtOAc were added and liquid separation was performed; the organic layer was washed with saturated brine and dried over MgSO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by column chromatography (silicagel 60; mobile phase: EtOAc/n-hexane=1/1 to MeOH/CHCl3=1/9; v/v) to obtain 460 mg of the title compound (colorless solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030499B2
Source datasetuspto-grants-2011_10
ORD IDord-3652fdb1195448d8a62234f8edb22247
Source noteuspto-grants-2011_10