HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N'-Dimethylethylenediamine → 1-[4-(1-Methoxy-1-methyl-ethyl)-phenyl]-3-(2-piperazin-1-yl-benzyl)-pyrrolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-Bromo-4-(2-methoxypropan-2-yl)benzene | HCID 15072385 | — |
| Edukt | 3-(2-Piperazin-1-yl-benzyl)-pyrrolidin-2-one | HCID 59782560 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-[4-(1-Methoxy-1-methyl-ethyl)-phenyl]-3-(2-piperazin-1-yl-benzyl)-pyrrolidin-2-one | HCID 59782567 | 64% |
Reaktionsschritte
3-(2-piperazin-1-yl-benzyl)-pyrrolidin-2-one (6) (1.2 grams) was subsequently allowed to react with 1.27 g of 1-bromo-4-(1-methoxy-1-methyl-ethyl)-benzene (11) in the presence of 0.041 grams of N,N′-dimethylethylenediamine, 0.088 g of CuI and 0.96 grams of K2CO3 in toluene (6 mL) at 110° C. for 17 hours to provide 1.2 grams of the racemate 1-[4-(1-methoxy-1-methyl-ethyl)-phenyl]-3-(2-piperazin-1-yl-benzyl)-pyrrolidin-2-one (12) (64% yield) following silica gel chromatography (40:1:0.5 chloroform-methanol-ammonium hydroxide); MS (AP/CI) observed: 408.2 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08012969B2 |
| Quelldatensatz | uspto-grants-2011_09 |
| ORD ID | ord-1d27c8dd34804c87a1415110fcf4e794 |
| Quellennotiz | uspto-grants-2011_09 |