HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis-(1H-imidazol-2-YL)-methanone → (4R)-5,5-Dimethyl-4-phenyl-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | (βR)-β-Amino-α,α-dimethylbenzeneethanol | HCID 11240681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4R)-5,5-Dimethyl-4-phenyl-1,3-oxazolidin-2-one | HCID 6950851 | 82.2% |
Reaction Steps
To a solution of (13) (1.30 g, 7.89 mmol) in dichloromethane (100 ml) was added carbonyl diimidazole (1.534 g, 9.47 mmol) and the reaction mixture was refluxed for 2 hours. The reaction was quenched with hydrochloric acid (1M) and the product extracted repeatedly with dichloromethane. The combined organic extracts were dried over magnesium sulphate. After concentration in vacuo the residue was purified by flash column chromatography using 40% ethyl acetate/40-60 petroleum ether as eluant to give the title compound (15) (1.24 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05801249 |
| Source dataset | uspto-grants-1998_09 |
| ORD ID | ord-2b20d07d42ed4c48b8d5920618b96d1c |
| Source note | uspto-grants-1998_09 |