HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Acrolein dimethyl acetal | HCID 80145 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | 2-Benzyl-6-bromo-isoquinolin-1-one | HCID 18963984 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 3-[2-Benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein | HCID 53919284 | — |
Reaktionsschritte
A mixture of 2-benzyl-6-bromo-1,2-dihydro-1-oxoisoquinoline (1 g, 3.2 mmol), acrolein dimethyl acetal (2.6 mL, 22.4 mmol), Pd(OAc)2 (15 mg, 0.064 mmol), P(o-tolyl)3 (78 mg, 0.26 mmol) and Et3N (0.5 mL, 3.84 mmol) in DMF (2 mL) is heated in a sealed tube apparatus at 120° for 48 hours. After cooling to room temperature, the reaction mixture is diluted with EtOAc, filtered, washed with saturated NaCl solution, dried over MgSO4 concentrated in vacuo, and the residue is chromatographed (silica gel 1:4 EtOAc/hexane) to yield 3-[2-benzyl-1-oxo-1,2-dihydroisoquinolin-6-yl]-acrolein.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05260316 |
| Quelldatensatz | uspto-grants-1993_11 |
| ORD ID | ord-bc6acf83e4354455a1b481c76c067174 |
| Quellennotiz | uspto-grants-1993_11 |