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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 987372Erstellt: 24. Oktober 2026

Water → (1-Phenylcyclopentyl)methanamine

https://huagongshe.com/de/reaction/987372

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
Edukt1-PhenylcyclopentanecarbonitrileHCID 66168—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(1-Phenylcyclopentyl)methanamineHCID 20513194,1%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a stirring (mechanical stirring) suspension of 12 gm (0.315 mol) of lithium aluminum hydride in THF (600 ml) in a 2000 ml reaction flask at 0° C. (ice-bath), 35 gm (0.20 mol) of phenylcyclopentane carbonitrile in 100 ml THF is added dropwise via an addition funnel. The ice bath is replaced with a heating mantle and the reaction is heated at reflux for 16 hours. The reaction mixture is diluted with 500 ml ether and cooled down to 0° C. The reaction is worked up by adding 50 ml of 15 wt. % NaOH aqueous solution dropwise with vigorous stirring. Then 20 ml water is added and the mixture is stirred for an addition 10 minutes. The resulting two-phase mixture (a colorless liquid and a white precipitate) is filtered and the filtrate dried over anhydrous MgSO4. Filtration and concentration at reduced pressure on a rotary evaporator gave 33 gm of [(phenylcyclopentyl)methyl]amine.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06632417B2
Quelldatensatzuspto-grants-2003_10
ORD IDord-437cf955e03e4ce184babcc7789df2b3
Quellennotizuspto-grants-2003_10