HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium sulfate decahydrate → 3-(4-Fluorophenyl)-N-propylpropan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | N-cyclopropyl-3-(4-fluorophenyl)propanamide | HCID 56923282 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Fluorophenyl)-N-propylpropan-1-amine | HCID 46906452 | — |
| Product | N-cyclopropyl-3-(4-fluorophenyl)propylamine | HCID 62529028 | — |
Reaction Steps
To a stirred solution of N-cyclopropyl-3-(4-fluorophenyl)propionamide (4.3 g, 20.8 mmoles) in 30 mL of dry tetrahydrofuran at 0° C. was added 1 equivalent of lithium aluminumhydride in tetrahydrofuran dropwise, and the mixture was refluxed for 2 hours. After cooling to room temperature was added sodium sulfate decahydrate slowly and the mixture was stirred for 0.5 hours. It was filtered through a plug of Celite® and evaporated to give an oily residue. It was purified by clolumn chromatography on silica gel with elution by 6:94 methanol-methylene chloride followed by 0.6:5.4:94 cNH4OH-methanol-methylene chloride to give 1.4 g of N-cyclopropyl-3-(4-fluorophenyl)propylamine and 1 g of N-propyl-3-(4-fluorophenyl)propylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291744B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-04abd00da34747508bae973f0567f181 |
| Source note | uspto-grants-2007_11 |