HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 7-Hydroxy-2,3,4,5-tetrahydro-1H-2-benzazepin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone | HCID 4679494 | — |
| Solvent | Methanesulfonic Acid | HCID 6395 | — |
| Product | 7-Hydroxy-2,3,4,5-tetrahydro-1H-2-benzazepin-1-one | HCID 10725983 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 6-hydroxy-1-tetralone (6.5 g) in methanesulfonic acid (140 ml) was added sodium azide (3.4 g) under cooling with ice and the mixture was stirred for 30 minutes at 0° C. and for 15 hours at room temperature. The reaction mixture was poured into ice-water and thereto was added potassium carbonate to alkalify and was extracted with methylene chloride. The organic layer was washed with water, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, dried over anhydrous magnesium sulfate and was concentrated to give the title compound having the following physical data as a crude product. The crude product was used in the next reaction without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809092B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-04c783680bae4c01a46900ca440458c2 |
| Source note | uspto-grants-2004_10 |