HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous chloride dihydrate → 1-Benzyl-4-phenylpyrrolidin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Benzyl-3-nitro-4-phenylpyrrolidine | HCID 58009180 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Benzyl-4-phenylpyrrolidin-3-amine | HCID 43317085 | 80.6% |
Reaction Steps
To a stirred solution of (3RS,4SR)-1-benzyl-3-nitro-4-phenyl-pyrrolidine (1.0 g, 3.54 mmol) in EtOAc (50 ml) was added in one portion SnCl2.2H2O (3.99 g, 17.70 mmol). The reaction mixture was then heated at reflux for 2 hours, cooled down to RT and a saturated aqueous solution of NaHCO3 (100 ml) was added. The salts were filtered off and the product extracted with EtOAc. The organic phases were then dried over Na2SO4, and concentration under vacuum gave 0.72 g (80%) of (3RS,4SR)-1-benzyl-4-phenyl-pyrrolidin-3-ylamine as a light yellow oil. The product was then used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08022099B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-b22a60d50fb9480d825cc8b6e8fab3a9 |
| Source note | uspto-grants-2011_09 |