HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(3-Chloropropyl)-7-methyl-4H-benzo[1,4]oxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Chloro-3-iodopropane | HCID 81363 | — |
| Reactant | 7-Methyl-2H-1,4-benzoxazin-3(4H)-one | HCID 313098 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | 4-(3-Chloropropyl)-7-methyl-4H-benzo[1,4]oxazin-3-one | HCID 68907950 | 79% |
Reaction Steps
7-Methyl-4H-benzo[1,4]oxazin-3-one (81MF2246a) (1.42 g, 8.7 mmol), Cs2CO3 (4.24 g, 13.0 mmol) and 3-chloro-1-iodopropane (1.95 g, 9.5 mmol) were mixed according to GP6. CC (SiO2; Heptane/EtOAc 10:1-5) gave the title compound (81MF2246b) (1.64 g, 79%). 1H NMR (CDCl3) d 6.98-6.81 (m, 3H), 4.59 (s, 2H), 4.06-4.03 (m, 2H), 3.63-3.60 (m, 2H), 2.26 (s, 2H), 2.20-2.15 (m, 2H); 13C NMR (CDCl3) d 164.8, 145.8, 134.3, 123.9, 118.1, 114.9, 68.0, 42.8, 39.4, 30.5, 21.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07550459B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-28f7d1dfa49242c6a891643084aed96b |
| Source note | uspto-grants-2009_06 |