HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Morpholine → N-(2,5-Dimethylphenyl)morpholine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Morpholine | HCID 8083 | — |
| Edukt | Benzene, 2-bromo-1,4-dimethyl- | HCID 11121 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | N-(2,5-Dimethylphenyl)morpholine | HCID 11052463 | 95,8% |
Reaktionsschritte
An oven-dried resealable Schlenk tube was purged with argon and charged with Pd2(dba)3 (13.9 mg, 0.015 mmol, 3.0 mol % Pd), 2 [Example 1] (17.9 mg, 0.045 mmol, 4.5 mol %), and NaOt-Bu (140 mg, 1.4 mmol). The tube was purged with argon, fitted with a rubber septum and then DME (0.5 mL), 2-bromo-p-xylene (140 μL, 1.01 mmol) and morpholine (105 μL, 1.2 mmol) were added via syringe. The septum was removed, the tube was sealed with a teflon screw cap and the mixture was stirred at room temperature for 24 h. The reaction mixture was then diluted with ether (20 mL), filtered through celite and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel to afford 185 mg (95%) of a colorless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07560582B2 |
| Quelldatensatz | uspto-grants-2009_07 |
| ORD ID | ord-cd927df962af4339be37943796b0e34d |
| Quellennotiz | uspto-grants-2009_07 |