HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N,N',N'-Tetramethylethylenediamine → 3-Hydroxy-7-bromo-2-(1-methyl-1-phenylethyl)isoindolinone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Edukt | 1,2-Dibromo-1,1,2,2-tetrachloroethane | HCID 69426 | — |
| Edukt | 3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 10989242 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Hydroxy-7-bromo-2-(1-methyl-1-phenylethyl)isoindolinone | HCID 68492617 | 85% |
Reaktionsschritte
In a similar manner to Step 3 of Example 16, 3-hydroxy-2-(1-methyl-1-phenylethyl)isoindolinone (2.00 g, 7.48 mmol) was dissolved in THF (80 mL), and the solution was treated with TMEDA (2.50 mL, 16.5 mmol), sec-butyl lithium-hexane solution (0.99 mol/L, 16.6 mL, 16.5 mmol) and 1,2-dibromotetrachloroethane (2.92 g, 8.98 mmol), followed by purification by flash column chromatography (chloroform/methanol=95/5 to 90/10) to obtain 3-hydroxy-7-bromo-2-(1-methyl-1-phenylethyl)isoindolinone (2.20 g, yield 85%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07745641B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-b1d5cfde3bb044bdadcdf25d1647a3a7 |
| Quellennotiz | uspto-grants-2010_06 |