HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 7-Amino-4-bromo-3-hydroxyisoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Diisobutylaluminumhydride | HCID 21225700 | — |
| Edukt | 4-amino-7-bromo-2,3-dihydro-1H-isoindole-1,3-dione | HCID 68489089 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 7-Amino-4-bromo-3-hydroxyisoindolinone | HCID 68491045 | 72,1% |
Reaktionsschritte
3-Amino-6-bromophthalimide (3.10 g, 12.9 mmol) was dissolved in THF (240 mL), and the solution was added with diisobutylaluminiumhydride (0.94 mol/L, 68.6 mL, 64.5 mmol) by drops at −78° C. for 25 minutes, then the reaction mixture was warmed to room temperature, followed by stirring for 1.5 hours. Then, the reaction mixture was ice-cooled, added with water and filtered using Celite. The filtrate was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by slurry using chloroform to obtain 7-amino-4-bromo-3-hydroxyisoindolinone (2.26 g, yield 72%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-07fff94954834be4b0ddba67b532291f |
| Quellennotiz | uspto-grants-2010_06 |