HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzenesulfonic acid, 3-nitro-, (2S)-2-oxiranylmethyl ester | HCID 146490 | — |
| Reactant | N-(4-fluoro-2-hydroxyphenyl)acetamide | HCID 177738 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-{4-Fluoro-2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide | HCID 20806548 | 59.9% |
Reaction Steps
A mixture of N-(4-fluoro-2-hydroxyphenyl)acetamide (1.69 g, 10.0 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (2.59 g, 10.0 mmol) and Cs2CO3 (4.87 g, 15.0 mmol) in DMF (15 mL) was stirred at room temperature for 2 h. The reaction mixture was partitioned between ethylacetate and H2O. The organic layer was dried over Na2SO4 filtered and concentrated. The residue was purified by silica gel flash chromatography to give the subtitled compound (1.35 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449475B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-c2a74e928c0541fabba85367338fbe14 |
| Source note | uspto-grants-2008_11 |