2-(3-Nitropyridin-4-yl)ethanol → 4-Pyridineethanol, 3-amino-

HRID 1916801Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1916801
[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[CH2:10][CH2:11][OH:12])([O-])=O>CO.[H][H].[Pd]>[NH2:1][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[CH2:10][CH2:11][OH:12]

Komponenten

5

Edukt 1

HCID 595473662-(3-Nitropyridin-4-yl)ethanol

Produkt 1

HCID 468355964-Pyridineethanol, 3-amino-Ausbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 178418361HCID 178418361, VerbindungLösungsmittel2×

Versuchsvorschrift

2-(3-Nitropyridin-4-yl)ethanol (15) (WO 2006136562) (2.00 g, 11.89 mmol) in MeOH (150 mL) was passed through a Thales H-cube at 2.0 mL·min−1 using Pd/C Cat-Cart (55 mm) in controlled mode at 30° C., 30 bar. Analysis by LC-MS showed a significant amount of starting material was still present. The solution was passed through the H-cube a second time at 2.0 mL·min−1 in full hydrogen mode at RT, and again at 2.0 mL·min−1 in full hydrogen mode at 40° C. Evaporation of the volatiles gave 2-(3-Aminopyridin-4-yl)ethanol (16) as a purple oil (1.30 g, 81%): m/z 139 (M+H)+ (ES+).

Aufarbeitung

  1. customat 30° C.
  2. customat RT
  3. customat 40° C
  4. customEvaporation of the volatiles

Quellen und Nachweise

ORD-Eintrag
ord-fe51acb230384758871e2f0202f04613
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618140B2

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