HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 1,3,9,10,11,12-Hexahydro-3-methyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl alpha-[(9-amino-1,2,3,4-tetrahydroacridin-8-yl)oxy]propionate hydrate | HCID 67756055 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,3,9,10,11,12-Hexahydro-3-methyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one | HCID 54156620 | 93% |
Reaction Steps
To a solution of the methyl α-[(9-amino-1,2,3,4-tetrahydroacridin-8-yl)oxy]propionate hydrate (3.7 g) in dry tetrahydrofuran (65 ml) was added potassium t-butoxide (1.62 g). The reaction mixture was stirred at room temperature for one hr, saturated ammonium chloride solution (18.2 ml) was added, and stirring was continued for one hr. The mixture was concentrated. The solution was cooled, the solid was collected, washed with water, and dried to yield 2.90 g (90%) of product, mp 200° C. (dec).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04994452 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-16da12d9adf34164ad4d62a306f6b690 |
| Source note | uspto-grants-1991_02 |