Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate → Methyl 3-amino-2-[(2-hydroxyethyl)amino]benzoate

HRID 1398920Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1398920
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[C:14]([N+:15]([O-])=O)=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8]>[Pd].O1CCCC1>[NH2:15][C:14]1[C:5]([NH:4][CH2:3][CH2:2][OH:1])=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 1

HCID 11253443Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate

Produkt 1

HCID 68739391Methyl 3-amino-2-[(2-hydroxyethyl)amino]benzoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate (10.0 g, 41.6 mmol) and 10% palladium on carbon (0.10 g) in tetrahydrofuran (200 mL) was stirred under hydrogen atmosphere at room temperature for 24 hr. Catalyst was removed by filtration and the filtrate was concentrated in vacuo to give the title compound (36 mg, 0.090 mmol, 90%) as a pale yellow oil. This product was used next steps without purification.

Aufarbeitung

  1. customCatalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-737826156d394834a6b23843777963b0
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901141B2

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