HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-2-Chloroethane → 2-[4-[[4-(2-Chloroethoxy)phenyl]methyl]phenyl]oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-[[4-(2-Oxazolyl)phenyl]methyl]phenol | HCID 68489277 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-[4-[[4-(2-Chloroethoxy)phenyl]methyl]phenyl]oxazole | HCID 68484725 | 98.3% |
Reaction Steps
A solution of 4-[[4-(2-oxazol yl)phenyl]methyl]phenol (2.2 g, 8.75 mmol) and 2-chloroethylbromide (10 g, 70 mmol) in acetonitrile as stirred as cesium carbonate (22.8 g, 70 mmol) was added. The reaction was heated at reflux for 3 days. The reaction was diluted with water. The product, 2-[4-[[4-(2-chloroethoxy)phenyl]methyl]phenyl]oxazole (2.7 g), was isolated by filtration, 1H NMR (400 MHz, CDCl3) δ 7.97 (d, 2H), 7.68 (s, 1H), 7.35 (m, 2H), 7.21 (s, 1H), 7.13 (d, 2H), 6.82 (d, 2H), 4.22 (t, 2H), 3.96 (s, 2H), 3.79 (t, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315509B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e02dc50c5d474376acfe8ba6d116a7b3 |
| Source note | uspto-grants-2016_04 |