HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexylamine → 2,6-Dimethyl-N-(n-hexyl)aniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hexylamine | HCID 8102 | — |
| Edukt | 1-Chloro-2,6-dimethylbenzene | HCID 32885 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2,6-Dimethyl-N-(n-hexyl)aniline | HCID 10987409 | 97,4% |
Reaktionsschritte
According to the general procedure B, 2-Chloro-m-xylene (70 mg, 0.50 mmol) reacted with n-hexylamine (80 μl, 0.60 mmol) using 2 mol % of Pd(OAc)2, 4 mol % of Ph5FcP(t-Bu)2, and sodium tert-butoxide (58 mg, 0.60 mmol) in toluene (1.5 ml) at 100° C. to give the title compound (100 mg, 97%) as a colorless oil: 1H-NMR (400 MHz, CDCl3): δ 7.02 (d, 2H, J=7.2 Hz), 6.83 (t, 1H, J=7.2 Hz), 3.00 (t, 2H, J=7.2 and 7.6 Hz), 3.0 (bs, 1H), 2.32 (s, 6H), 1.61 (m, 2H), 1.45-1.31 (m, 6H), 0.93 (t, 3H, J=5.6 and 7.2 Hz). 13C{1H}-NMR (100 MHz, CDCl3): δ 146.37, 129.05, 128.75, 121.52, 48.69, 31.73, 31.14, 26.83, 22.62, 18.54, 14.03. GC/MS(EI): m/z 205 (M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06562989B2 |
| Quelldatensatz | uspto-grants-2003_05 |
| ORD ID | ord-14070a66a4f340c6b271be5fb85b9f58 |
| Quellennotiz | uspto-grants-2003_05 |