HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aluminium lithium hydride → 5-(Aminomethyl)-2-(trifluoromethyl)pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | 5-(Azidomethyl)-2-(trifluoromethyl)pyridine | HCID 86601757 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-(Aminomethyl)-2-(trifluoromethyl)pyridine | HCID 2737718 | 92,7% |
Reaktionsschritte
5-(azidomethyl)-2-(trifluoromethyl)pyridine (2.6 g, 12.86 mmol) in THF at −78° C. was added LAH (0.54 g, 14.2 mmol). The resulting mixture was stirred for 15 min. and warmed to room temperature for one hour. Then the reaction was quenched with saturated aqueous NH4Cl and stirred for a couple of hours. Anhydrous Na2SO4 was added to make the mixture clear two phases, filtered and washed with EtOAc. The combined organic solution was concentrated to provide (6-(trifluoromethyl)pyridin-3-yl)methanamine as a red syrup (2.1 g). 1H NMR (300 MHz, CDCl3+CD3OD), d: 8.729 (s, 1H), 7.928 (d, J=9.1 Hz, 1H), 7.706 (d, J=9.1 Hz, 1H), 4.054 (s, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08299267B2 |
| Quelldatensatz | uspto-grants-2012_10 |
| ORD ID | ord-d0c3bc7110394d1fbdef21b4247913b9 |
| Quellennotiz | uspto-grants-2012_10 |