HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178420602, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-(piperazin-1-yl)-1H-indole | HCID 594590 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(1H-Indol-3-YL)cyclohexanone | HCID 10846264 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 178420602 | HCID 178420602 | 53% |
Reaction Steps
A solution of 4-(1H-indol-3-yl)-cyclohexanone (0.53 g,2.5 mmol), 1-(indol-4-yl)piperazine (0.5 g, 2.5 mmol), sodium triacetoxyborohydride (0.78 g, 3.5 mmol) and acetic acid (0.14 ml, 2.5 mmol) in 1,2-dichloroethane (11 ml) was allowed to stir at room temperature overnight. The reaction was quenched with 1N sodium hydroxide (10 ml), extracted with methylene chloride (3×60 ml), and washed with brine (3×60 ml). The organic layer was dried over anhydrous sodium sulfate and filtered. Chromatography (10% methanol-ethyl acetate) afforded 0.52 g (53%) of product as a white solid: mp 85-87° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313126B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-40c409fa7d3e4a6387bf7a6dc9c34f76 |
| Source note | uspto-grants-2001_11 |