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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 628599Erstellt: 23. Oktober 2026

Sodium Hydroxide → (S)-2-(Methylamino)-3-phenylpropan-1-ol

https://huagongshe.com/de/reaction/628599

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium HydroxideHCID 14798—
EduktN-MethylphenylalanineHCID 6951135—
EduktAluminium lithium hydrideHCID 21226445—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-2-(Methylamino)-3-phenylpropan-1-olHCID 1088827496%

Reaktionsbedingungen

Temperatur-10 °C

Reaktionsschritte

To a suspension of N-methyl-L-phenylalanine (20 g, 112 mmol) in THF (1200 mL) cooled to −10° C. was added in small portions lithium aluminium hydride (6.35 g, 167 mmol). After ceasing of the initial exothermic reaction, the cooling bath was removed and the reaction mixture was heated at reflux overnight. Subsequently, another portion of lithium aluminium hydride (4.24 g, 112 mmol) was added after cooling to −10° C., followed by refluxing for an additional 3 h. The reaction mixture was cooled to −40° C., and aqueous 2 N sodium hydroxide was added cautiously. After warming up to r.t., the mixture was filtered, the residue was washed with MTB, and the filtrate was evaporated to give the crude target compound (17.7 g, 96% yield) which was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09314540B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-f727b87cd3c0462fa370d5c60cc4497f
Quellennotizuspto-grants-2016_04