3-Hydroxypicolinic Acid → (2R,3S)-3-hydroxypiperidine-2-carboxylic acid

HRID 1612075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1612075
[OH:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[NH4+].[OH-]>[Rh].O>[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][NH:4][C@H:3]1[C:8]([OH:10])=[O:9]

Komponenten

5

Edukt 2

HCID 134013-Hydroxypicolinic AcidHCID 14923Ammonium Hydroxide

Produkt 1

HCID 11094754(2R,3S)-3-hydroxypiperidine-2-carboxylic acidAusbeute 11,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension of 3-hydroxypicolinic acid (1 g, 7.19 mmol) and 5 wt. % rhodium on carbon (200 mg) in a mixed solvents of conc. NH4OH (35 mL) and water (5 mL) in a pressure bottle was stirred under hydrogen at 80 psi overnight. The reaction mixture was filtered and the filtrate concentrated in vacuo to dryness to give 118 mg of the title compound (racemate). MS (ES): m/z 146 [M+1]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo to dryness

Quellen und Nachweise

ORD-Eintrag
ord-9b4ab97ce15348dba274f9394efde37d
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06992102B2

Notizen zur Reaktion

Wird geladen…