HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isatin → HCID 15480746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isatin | HCID 7054 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Catalyst | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 15480746 | HCID 15480746 | 128.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06127544 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-c0bbc14b8a9c4be88fe9f26218f74e9d |
| Source note | uspto-grants-2000_10 |