HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178489625, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(2-Methoxyphenoxy)ethyl amine | HCID 1713005 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 4-(5-Fluoro-1H-indol-3-YL)cyclohexanone | HCID 10704683 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 178489625 | HCID 178489625 | 71% |
Reaction Steps
A solution of 4-(5-fluoro-1H-indol-3-yl)-cyclohexanone (0.38 g, 1.6 mmol), [2-(2-methoxy-phenoxy)-ethyl]-amine (0.27 g, 1.6 mmol), sodium triacetoxyborohydride (0.5 g, 2.2 mmol) and acetic acid (0.06 ml, 1.8 mmol) in 1,2-dichloroethane (8 ml) was allowed to stir at room temperature for 4 hours. 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 0.43 g (71%) of product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06110956 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-3935624c78a64805903819c7b76ea367 |
| Source note | uspto-grants-2000_08 |