Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Methylamine | HCID 6329 | — |
| Edukt | 1-Bromo-4-isopropylbenzene | HCID 11462 | — |
| Edukt | Potassium Acetate | HCID 517044 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Aniline, p-isopropyl-N-methyl- | HCID 138880 | 34% |
Reaktionsschritte
A mixture of 1-bromo-4-isopropylbenzene (1.0 g, 5.03 mmol), methylamine (25 mL, 50.0 mmol), CuI (1.15 g, 6.0 mmol), KOAc (1.24 g, 12.6 mmol) and DMF (30 mL) in a sealed tube under N2 was heated to 100° C. overnight. The mixture was cooled to r.t., diluted with water (100 mL), and extracted with EtOAc. The organic layer was dried (Na2SO4), concentrated, and purified by silica gel chromatography (PE:EtOAc=10:1) to give 254 mg (34%) of the title compound as a yellow oil. [M+H] Calc'd for C10H15N, 150. Found, 150.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09447046B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-b827368ada3f471fb78eca7af238f02c |
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| Quellennotiz | uspto-grants-2016_09 |
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