HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pentylamine → N-[(2'-nitro-1,1'-biphenyl-4-yl)methyl]-N-pentylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pentylamine | HCID 8060 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,1'-Biphenyl, 4'-(bromomethyl)-2-nitro- | HCID 11779072 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[(2'-nitro-1,1'-biphenyl-4-yl)methyl]-N-pentylamine | HCID 17860716 | 77% |
Reaction Steps
n-Amylamine (0.54 g) and potassium carbonate (0.98 g) were suspended in dimethylformamide (3.5 mL), and [[2′-nitro-1,1′-biphenyl-4-yl]methyl] bromide (0.51 g) was added in portions. Four hours later, ethyl acetate (20 mL) was added, and the resulting mixture was washed once with water (40 mL) and twice with brine (90 mL, each). The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column (chloroform/ethyl acetate) to afford N-[(2′-nitro-1,1′-biphenyl-4-yl)methyl]-N-pentylamine as a yellow oil (0.40 g). Yield: 77%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07531576B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-2f06d0472f194e309a6ff5cff80b3326 |
| Source note | uspto-grants-2009_05 |