HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,6-Bis(chloromethyl)pyridine → 1H-Isoindole-1,3(2H)-dione, 2-[[6-(chloromethyl)-2-pyridinyl]methyl]-
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,6-Bis(chloromethyl)pyridine | HCID 316654 | — |
| Edukt | Phthalimide potassium salt | HCID 24194345 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1H-Isoindole-1,3(2H)-dione, 2-[[6-(chloromethyl)-2-pyridinyl]methyl]- | HCID 66671194 | 68,6% |
Reaktionsschritte
To a solution of 2,6-bis(chloromethyl)pyridine (20 g, 113.6 mmol, 1 eq.) in 250 ml of DMF was added potassium phthalimide (21.04 g, 113.6 mmol, 1 eq.). The reaction was stirred at r.t. overnight then the solvent was evaporated and the residue taken in EtOAc. The insolubles were removed by filtration and the filtrate washed with H2O. The organic layer was separated, dried over MgSO4 and concentrated. The resulting white solid was recrystallised from IPE/EtOAc (1/1) to give 2-{[6-(chloromethyl)pyridin-2-yl]methyl}-1H-isoindole-1,3(2H)-dione (22.34 g, 68% yield) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08466176B2 |
| Quelldatensatz | uspto-grants-2013_06 |
| ORD ID | ord-349f004a71d94e8d92cdcdcfb64a611c |
| Quellennotiz | uspto-grants-2013_06 |