HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aniline → N-phenyl-2(S)-(tert-butoxycarbonylamino)-3-phenylpropanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aniline | HCID 6115 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | tert-butyl N-[(2S)-1-oxo-3-phenylpropan-2-yl]carbamate | HCID 6998013 | — |
| Lösungsmittel | 1,1-Dichloroethane | HCID 6365 | — |
| Produkt | N-phenyl-2(S)-(tert-butoxycarbonylamino)-3-phenylpropanamine | HCID 10568153 | — |
Reaktionsschritte
Aniline (3.00 mL, 32.9 mmol) was dissolved in dichloroethane under nitrogen. The product from Step B was added (7.0 g, 29.91) and the reaction stirred for 1 h at room temperature. Sodium triacetoxyborohydride (9.51 g, 44.86 mmol) was added, and the pH adjusted to 5. The reaction was stirred overnight, then quenched with saturated sodium bicarbonate solution. The aqueous layer was removed, the organic phase washed with saturated brine and dried over magnesium sulfate. The title compound was obtained after chromatography on silica get with 8% ethyl acetate in hexane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05859012 |
| Quelldatensatz | uspto-grants-1999_01 |
| ORD ID | ord-f57ec193bbda4bb2aa202df914e8578b |
| Quellennotiz | uspto-grants-1999_01 |