HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylaluminum → Methyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | Methyl 3-amino-4-(2-(methoxycarbonyl)phenoxy)benzoate | HCID 59737336 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carboxylate | HCID 59737222 | 35.3% |
Reaction Steps
A solution of compound 547 (3.2 g, 10.62 mmol) and AlMe3 (6.37 mL, 12.75 mmol) in DCM (40 mL) was stirred at 45° C. for 16 h and quenched with water. The reaction was diluted with AcOEt, washed with water and 1M HCl. The organic layer was separated, dried with Na2SO4, filtered and concentrated via rotary evaporation. The residue was triturated with AcOEt, filtered, washed with AcOEt and was purified via Isco employing a 0 to 50% AcOEt in hexanes solvent gradient to afford the title compound 548 (1.01 g, 35%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598168B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d04079e0f1b344e3840c416539c0c3f1 |
| Source note | uspto-grants-2013_12 |