Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethane, 1-fluoro-2-iodo- | HCID 69804 | — |
| Reactant | HCID 18452465 | HCID 18452465 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59516971 | HCID 59516971 | 53% |
Reaction Steps
To 3 ml of a DMF solution containing 233 mg of 8-methoxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboaldehyde [CAS No. 711021-34-0], 312 mg of potassium carbonate and 236 mg of 1-fluoro-2-iodoethane were added. The resulting mixture was stirred at room temperature for one day, and water was added thereto. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and then dried over anhydrous sodium sulfate. The desiccating agent was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give 4-(2-fluoroethyl)-8-methoxy-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboaldehyde (151 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07816522B2 |
|---|
| Source dataset | uspto-grants-2010_10 |
|---|
| ORD ID | ord-7e4f95d2dbcc442a8498307e8a229a41 |
|---|
| Source note | uspto-grants-2010_10 |
|---|