HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-Nitrobenzyl)-2-phenylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methyl-1-(3-nitrophenyl)methanamine | HCID 409439 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(3-Nitrobenzyl)-2-phenylethanamine | HCID 596729 | 95.2% |
Reaction Steps
To a solution of the compound (630 mg) obtained in Example 42 and triethylamine (768 mg) in acetonitrile (20 ml), benzyl bromide (778 mg) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 1 h and, after addition of water, extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=4:1) to give 925 mg of the titled compound (yield, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06534546B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-2480925f023a469e920dd2938fecb6f2 |
| Source note | uspto-grants-2003_03 |