HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 10635262, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10704897 | HCID 10704897 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10635262 | HCID 10635262 | 89.3% |
Reaction Steps
To a solution of (R)-2-ethyl-7-methoxycarbonyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine [prepared in Preparation 15(2)] (2.00 g) in dimethylformamide (20 ml) were added 60% sodium hydride (in oil) (0.35 g) and ethyl iodide (1.46 g) and the mixture was stirred at room temperature for two and a half hours. Water was added to the reaction solution and extraction with ethyl acetate was conducted. The solvent was distilled off under reduced pressure and the resulting residue was subjected to purification by column chromatography using ethyl acetate/hexane [1:4 (v/v)] to give (R)-2,4-diethyl-7-methoxycarbonyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazine(2.0g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05597820 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-b76e89f24e3d472c9fa09f6b1fec5311 |
| Source note | uspto-grants-1997_01 |