HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 7-Amino-4-bromo-2,3-dihydroisoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 7-Amino-4-bromo-3-hydroxyisoindolinone | HCID 68491045 | — |
| Solvent | Nitromethane | HCID 6375 | — |
| Product | 7-Amino-4-bromo-2,3-dihydroisoindol-1-one | HCID 19701932 | 74.3% |
Reaction Steps
7-Amino-4-bromo-3-hydroxyisoindolinone (3.11 g, 12.8 mmol) was dissolved in nitromethane (125 mL), and the solution was added with trifluoroacetic acid (9.90 mL, 128 mmol) and triethylsilane (4.10 mL, 25.6 mmol), followed by stirring at room temperature for 2 hours. The reaction mixture was added with water, extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by slurry using chloroform to obtain 7-amino-4-bromoisoindolinone (2.16 g, yield 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07745641B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-dcddd7e42c624d299abe44804df57b43 |
| Source note | uspto-grants-2010_06 |