HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N'-Dimethylethylenediamine → (R)-4-tert-butyl-3-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (4R)-4-tert-Butyl-1,3-oxazolidin-2-one | HCID 2734860 | — |
| Edukt | [4-(2,4-Dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone | HCID 58484733 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | (R)-4-tert-butyl-3-{4-[4-(2,4-dimethylphenyl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one | HCID 67381127 | 1,1% |
Reaktionsschritte
To a mixture of [4-(2,4-dimethylphenyl)piperazin-1-yl](4-iodophenyl)methanone (841 mg) described in Preparation Example 8, (R)-(+)-4-tert-butyloxazolidin-2-one (214 mg), potassium carbonate (553 mg) and copper (I) iodide (76 mg) were added toluene (2 mL) and N,N′-dimethylethylenediamine (100 μL), and the mixture was refluxed for 8 hr. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (7 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08354401B2 |
| Quelldatensatz | uspto-grants-2013_01 |
| ORD ID | ord-fcb9e87eeb9e440ab812b4e634db72cd |
| Quellennotiz | uspto-grants-2013_01 |