HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2a-(4-(4-(1-Indanyl)-piperazin-1-yl)butyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2a-(3-Formylpropyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one | HCID 15542636 | — |
| Reactant | 1-(1-Indanyl)piperazine hydrochloride | HCID 18377320 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2a-(4-(4-(1-Indanyl)-piperazin-1-yl)butyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one | HCID 18377338 | — |
Reaction Steps
2a-(3-Formylpropyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (210 mg, 0.90 mmol), 1-(1-indanyl)piperazine hydrochloride (270 mg, 1.0 mmol), acetic acid (540 mg, 9.0 mmol) and sodium triacetoxyborohydride (380 mg, 1.8 mmol) were stirred at room temperature for 20 hours in 1,2-dichloroethane (3 ml). The reaction solution was mixed with ethyl acetate (80 ml), washed with sodium hydroxide aqueous solution (1 N) and saturated brine and dried with anhydrous sodium sulfate, the solvent was removed by evaporation under a reduced pressure, and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 430 mg (1.0 mmol, 100% in yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498251B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-66b8e5cd9fde469585130f737a952d3e |
| Source note | uspto-grants-2002_12 |