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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1159183Erstellt: 25. Oktober 2026

Water → 3-(8-Ethyl-naphthalen-1-yl)-propane-1,2-diamine

https://huagongshe.com/reaction/1159183

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktAluminium lithium hydrideHCID 21226445—
EduktHCID 57543207HCID 57543207—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(8-Ethyl-naphthalen-1-yl)-propane-1,2-diamineHCID 5754319928,2%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A suspension of LiAlH4 (117 mg) in THF (2 ml) was cooled to 0° C. and treated under an argon atmosphere with a solution of (RS)-2-amino-3-(8-ethyl-naphthalen-1-yl)-propionitrile (230 mg) in THF (4 ml). The reaction mixture was stirred for 5 hrs at r.t., then treated sequentially at 0° C. with 0.1 ml H2O, 0.1 ml 4N NaOH and 0.5 ml H2O. After stirring for 30 min, the solid was filtered off and washed with THF. The filtrate was concentrated. The crude product was isolated by column chromatography (silica gel; eluent: CH2Cl2→CH2Cl2/MeOH 9:1) to give 3-(8-ethyl-naphthalen-1-yl)-propane-1,2-diamine (66 mg) as light brown oil. MS (ISP): 229.3 ((M+H)+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07812047B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-a09cb40fce2e47bc9bbdc71fc9fed21a
Quellennotizuspto-grants-2010_10