HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44476Erstellt: 26. Oktober 2026
Morpholine → N-(2-methoxy-4-morpholino-6-nitrophenyl)acetamide
https://huagongshe.com/reaction/44476
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Morpholine | HCID 8083 | — |
| Edukt | Binap, (A+-)- | HCID 634876 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | N-(4-bromo-2-methoxy-6-nitrophenyl)acetamide | HCID 53491145 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | N-(2-methoxy-4-morpholino-6-nitrophenyl)acetamide | HCID 66977019 | 35% |
Reaktionsschritte
A mixture of N-(4-bromo-2-methoxy-6-nitrophenyl)acetamide (2.89 g), morpholine (2.61 g), BINAP (1.21 g) and t-BuOK (1.53 g) in dioxane (50 mL) was degassed with N2 and the mixture was stirred at 110° C. in a sealed tube overnight. It was cooled to room temperature and filtered. The filtrate was concentrated in-vacuo. The residue was purified by silica gel chromatography eluted with MeOH/DCM=1/50 to afford the desired product (1.03 g, 35%) 1H NMR (300 MHz, CDCl3) δ ppm 2.15 (s, 1H), 3.18 (t, 4H, J=4.8 Hz), 3.85 (t, 4H, J=4.8 Hz), 3.88 (s, 3H), 6.63 (d, 1H, J=2.7 Hz), 6.96 (d, 1H, J=2.7 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08541411B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-b0c93244eeb246ed98fc7fa79adb063f |
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| Quellennotiz | uspto-grants-2013_09 |
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