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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1953300Generated: November 2, 2026

Isatin → HCID 15480746, compound

https://huagongshe.com/reaction/1953300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatinHCID 7054—
ReactantEthyl orthoformateHCID 31214—
CatalystBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
SolventEthanolHCID 702—
ProductHCID 15480746HCID 15480746128.9%

Reaction Steps

In 500 ml of ethanol were dissolved 14.7 g of isatin and 10.6 g of triethyl orthoformate, and 100 mg of camphorsulfonic acid was added thereto. The mixture was heated under reflux for 12 hours, followed by concentration. To the residue was added chloroform, and the mixture was washed with saturated aqueous sodium hydrogencarbonate. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting crude product was purified by silica gel column chromatography (chloroform/ethyl acetate=10/1) to give 20.4 g (92%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06114536
Source datasetuspto-grants-2000_09
ORD IDord-5f12cdc753cc474eb4f359fbcd1c2c22
Source noteuspto-grants-2000_09