HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → HCID 22381732, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22381746 | HCID 22381746 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22381732 | HCID 22381732 | 58.2% |
Reaction Steps
A mixture of 1,2,3,4-tetrahydrocyclopenta[b]indole-5-carbaldehyde (578 mg, 3.12 mmol), hydroxylamine hydrochloride (238 mg, 3.42 mmol) and pyridine (3 mL) in THF (15 mL) was stirred at rt. After 5.5 h, the reaction mixture was cooled to 0-5° C. in an ice-bath before LAH power (474 mg, 12.5 mmol) was added portionwise. The reaction mixture was then warmed to rt overnight before a sat'd Na2SO4 solution (1 mL) was added dropwise to quench the excess reagent. After 30 min of stirring, solid Na2SO4 and Et2O (30 mL) were added. The suspension was filtered and concentrated in vacuo to give 338 mg (58%) of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06916922B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-90cd5539ebfd455c87a5e11b094b8e50 |
| Source note | uspto-grants-2005_07 |