HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzenemethanamine, 3-bromo-N-methyl- → 1-Benzyl-4-[(3-bromo-benzyl)-methyl-amino]-pyrrolidine-2-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzenemethanamine, 3-bromo-N-methyl- | HCID 457588 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | Benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester | HCID 67548133 | — |
| Katalysator | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-Benzyl-4-[(3-bromo-benzyl)-methyl-amino]-pyrrolidine-2-carboxylic acid | HCID 67547900 | 65% |
Reaktionsschritte
To a solution of 1-benzyl-4-oxo-pyrrolidine-2-carboxylic acid methyl ester (1 mmol), (3-bromo-benzyl)-methyl-amine (1 mmol) in 2 mL of CH2Cl2 were added NaBH(OAc)3 (2 mmol) and 5 drops of AcOH, and the resulting mixture was stirred for 3 h. The mixture was treated with aq. NaHCO3, extracted by CH2Cl2 (3×5 mL), and the combined extracts were washed by brine (10 mL), dried over Na2SO4, and concentrated to give 261.3 mg of crude product in 65% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07528136B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-832e4fc1a3a248cd9909c7508557bc3f |
| Quellennotiz | uspto-grants-2009_05 |