HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Nitrocyclohexene | HCID 75713 | — |
| Reactant | n-{1(Rs)-[3-methyl-4-(3,4-dichlorobenzyl)piperazin-1-ylmethyl]-2-methylpropyl}-4-methylbenzamide dihydrochloride salt | HCID 22257752 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3,4-Dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine | HCID 22257751 | 50.5% |
Reaction Steps
A mixture of 1-nitrocyclohexene (311 mg, 2.45 mmol), dichlorobenzylpiperazine [prepared as described in Example 1](600 mg, 2.45 mmol), and triethylamine (512 μl, 3.68 mmol) in methylene chloride (10 ml) was stirred at room temperature under nitrogen atmosphere for 17 h. The reaction mixture was diluted with ethyl acetate, washed with an aqueous sodium bicarbonate solution, dried over magnesium sulfate and concentrated in vacuo. The residue was chromatographed with hexanes/ethyl acetate (2:1) as the eluant to provide 1-(3,4-dichlorobenzyl)-4-(2-nitrocyclohexyl)piperazine (461 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06984637B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-b2f72d369ac4403eb8c24bd71580a379 |
| Source note | uspto-grants-2006_01 |