HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-(2-Oxooxazolidin-3-yl)benzoic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 3-bromobenzoate | HCID 12070 | — |
| Reactant | 2-Oxazolidinone | HCID 73949 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(2-Oxooxazolidin-3-yl)benzoic Acid Methyl Ester | HCID 69589713 | 21.9% |
Reaction Steps
Methyl 3-bromobenzoate (500 mg, 2.33 mmol), caesium carbonate (1.06 g, 3.26 mmol), oxazolidin-2-one (243 mg, 2.80 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (107 mg, 0.186 mmol) and tris(dibenzylideneacetone)dipalladium (0) (43 mg, 0.047 mmol) were refluxed under argon in dioxane (6 ml) for 18 h. After cooling, the mixture was filtered and evaporated in vacuo. Column chromatography on silica gel eluting with a gradient of 10–50% ethyl acetate in hexane gave the title compound (113 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06992103B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-5fc2000416bf4e678773e8b3eb663a12 |
| Source note | uspto-grants-2006_01 |