HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (+/-)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-1,4-benzothiazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diboron | HCID 6328200 | — |
| Reactant | (+/-)-3-Butyl-3-ethyl-2,3-dihydro-1,4-benzothiazepin-5(4H)-one | HCID 18968861 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+/-)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-1,4-benzothiazepine | HCID 18968854 | 99.9% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of the product from step (a) (46.5 g,) in tetrahydrofuran (260 ml) was cooled to 0° C., and 1M diborane (450 ml, Aldrich) in THF was slowly added. The resulting mixture was heated to reflux for 48 hours, cooled to 0° C., and treated carefully with 6M aqueous HCl. The mixture was heated to reflux for 1.5 hours, concentrated to 400 ml and extracted twice with diethyl ether. The organic layers were dried and concentrated to afford the title product (44.0 g) as a colorless oil. 1H NMR consistent with the proposed structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05817652 |
| Source dataset | uspto-grants-1998_10 |
| ORD ID | ord-7f501b749b3c490a8ee92a59f799ef8f |
| Source note | uspto-grants-1998_10 |