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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74747Erstellt: 25. Oktober 2026

1-Phenylcyclopropanecarbonitrile → 1-Phenylcyclopropanemethanamine

https://huagongshe.com/reaction/74747

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-PhenylcyclopropanecarbonitrileHCID 70288—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-PhenylcyclopropanemethanamineHCID 70287—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a solution of 1-phenylcyclopropanecarbonitrile (50 g, 0.34 mol, 1 eq.) in tetrahydrofuran (500 mL, 0.7 M) at 0° C. was added lithium aluminum hydride (23 g, 0.35 mol, 1.03 eq.). The reaction mixture was stirred at 0° C. for one hour and then at reflux for one hour. The reaction mixture was then cooled down and quenched with water (23 mL) and a 15% aqueous sodium hydroxide solution (69 mL). The mixture was filtered and concentrated in vacuo to afford #*1 (36 g, 72%). LC-MS: m/z 148.1 [M+H+], retention time=0.86 minutes; 1H NMR (400 MHz, CDCl3) δ 7.2-7.4 (m, 5H), 2.78 (s, 2H), 1.19 (br s, 2H), 0.72-0.84 (m, 4H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828401B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-38f440307c9f4c8baf1bb6fa411de794
Quellennotizuspto-grants-2014_09