HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-amino-2,3-dihydro-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methyl 2-(azidomethyl)-3-nitrobenzoate | HCID 71417999 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-amino-2,3-dihydro-1H-isoindol-1-one | HCID 9855513 | 62.9% |
Reaction Steps
1 g (4.2 mmol) of 2-(azidomethyl)-3-nitrobenzoic acid methyl ester is added to 10 ml of ethanol and 2 ml of glacial acetic acid and mixed with 148.5 mg of Pd/C. After stirring overnight at room temperature under hydrogen atmosphere, the catalyst is suctioned off via a glass-fiber filter, and the filtrate is evaporated to the dry state. The residue is chromatographed on a Flashmaster (mobile solvent). 391.5 mg (62.4%) of the desired compound is isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07638515B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-27c20470dba54d1ca3023dfbcba4ba4b |
| Source note | uspto-grants-2009_12 |