HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 2H-1,4-Benzoxazine, 3,4-dihydro-4-methyl- | HCID 3755024 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Methyl-3,4-dihydro-2H-1,4-benzoxazine-7-carbaldehyde | HCID 2776404 | 76% |
Reaction Steps
4-Methyl-3,4-dihydro-2H-benzo[1,4]oxazine dissolved in 200 ul DMF under Argon. POCl3 was added under Argon. The reaction was heated and a closed vial at 90° C. for 75 min. 1 ml of NaAc in water was added and stirred while a brown oil was formed. The oil was extracted with DCM. The organic layer was washed with brine, dried and evaporated to dryness, affording 0.18 g (76%) of 4-methyl-3,4-dihydro-2H-benzo[1,4]oxazine-7-carbaldehyde as colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846925B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-bc2c738d7f7f48bd985ed56af1b0bd33 |
| Source note | uspto-grants-2010_12 |