Benzaldehyde → 2-Nitro-1-phenyl-1-propanol

HRID 1290454Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1290454
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:9]([CH2:12][CH3:13])([O-:11])=[O:10]>>[N+:9]([CH:12]([CH3:13])[CH:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[OH:8])([O-:11])=[O:10]

Komponenten

3

Edukt 2

HCID 240BenzaldehydeHCID 6587Nitroethane

Produkt 1

HCID 2261182-Nitro-1-phenyl-1-propanol

Versuchsvorschrift

In a preferred embodiment, a method for producing 2-nitro-1-phenyl-1-propanol is provided. This method comprises reacting benzaldehyde with nitroethane in the presence of an amine catalyst. The 2-nitro-1-phenyl-1-propanol produced by this reaction has a (1R*,2S*) stereoisomer and a (1R*,2R*) stereoisomer. The preferred (1R*,2S*) stereoisomer makes up greater than about 50% of the 2-nitro-1-phenyl-1-propanol. Reduction of this nitro-alcohol produces dl-norephedrine in high yield.

Aufarbeitung

  1. customis provided

Quellen und Nachweise

ORD-Eintrag
ord-d369a4aad992485185ab78a90198d9c1
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05750802

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