HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Iodide → 4-[3-(4-Propoxypiperidin-1-yl)propyl]-4H-benzo[1,4]oxazin-3-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Iodide | HCID 5238 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 4-Propoxypiperidine | HCID 11492037 | — |
| Edukt | 4-(3-chloropropyl)-2H-1,4-benzoxazin-3(4H)-one | HCID 23345150 | — |
| Lösungsmittel | Ethylacetate heptane | HCID 21899848 | — |
| Produkt | 4-[3-(4-Propoxypiperidin-1-yl)propyl]-4H-benzo[1,4]oxazin-3-one | HCID 10125833 | 76,2% |
Reaktionsschritte
4-(3-Chloropropyl)-4H-benzo[1,4]oxazin-3-one (81MF08) (0.13 g, 0.58 mmol), K2CO3 (0.16 g, 1.15 mmol), NaI (0.17 g, 1.15 mmol) and 4-propoxypiperidine (0.089 g, 0.60 mmol) were mixed according to GP12. CC (SiO2; Heptane/EtOAc 4:1-4) gave the title compound (81(81MF08KS)) (0.147 g, 76%). 1H NMR (CDCl3) δ7.11-7.08 (m, 1H), 7.01-6.94 (m, 3H), 4.55 (s, 2H), 3.96 (t, J=7.2 Hz, 2H), 3.37 (t, J=6.8 Hz, 2H), 3.28-3.21 (m, 1H), 2.74-2.69 (m, 2H), 2.36 (t, J=7.2 Hz, 2H), 2.10-2.03 (m, 2H), 1.90-1.77 (m, 4H), 1.61-1.51 (m, 4H), 0.90 (t, J=7.2 Hz, 3H); 13C NMR (CDCl3) δ 164.3, 145.4, 128.7, 123.8, 122.8, 117.1, 115.1, 75.1, 69.6, 67.7, 55.5, 51.5, 39.6, 31.6, 24.9, 23.4, 10.7.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07576100B2 |
| Quelldatensatz | uspto-grants-2009_08 |
| ORD ID | ord-7273e7ea98774ffb8731c2d0f1d9638b |
| Quellennotiz | uspto-grants-2009_08 |