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

HRID 1628563Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1628563
[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-0495816f75c24b8a932f9c7949daa732
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785460B2

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