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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2071000Erstellt: 26. Oktober 2026

Aluminium lithium hydride → 5-(Aminomethyl)-2-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/2071000

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminium lithium hydrideHCID 21226445—
Edukt5-(Azidomethyl)-2-(trifluoromethyl)pyridineHCID 86601757—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Aminomethyl)-2-(trifluoromethyl)pyridineHCID 273771892,7%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08299267B2
Quelldatensatzuspto-grants-2012_10
ORD IDord-d0c3bc7110394d1fbdef21b4247913b9
Quellennotizuspto-grants-2012_10