HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 89533478, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-(2-Oxoethyl)benzonitrile | HCID 12591670 | — |
| Reactant | 1-[2-(4-Nitrophenyl)ethyl]piperazin-2-one | HCID 89524891 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89533478 | HCID 89533478 | — |
Reaction Steps
The crude 4-(2-Oxoethyl)benzonitrile (100 mg, 0.69 mmol) was treated with 1-[2-(4-nitrophenyl)ethyl]piperazin-2-one (197 mg, 0.69 mmol) and titanium(IV) isopropoxide (2.0 mL). After stirring the mixture for 15 minutes, ethanol and sodium cyanoborohydride was added into the reaction. The mixture was allowed to stir for 4 hours. The reaction was diluted with ethyl acetate, washed with brine, dried over sodium sulfate, and concentrated to give the crude residue. The desired product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 378 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1177e41e43bb4b40a8f497095486df29 |
| Source note | uspto-grants-2015_04 |