Trimethylamine → (-)-Carnitine

HRID 1920278Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1920278
[OH-].[Na+].[CH3:3][N:4]([CH3:6])[CH3:5].Cl[CH2:8][C@H:9]([OH:16])[CH2:10][C:11]([O:13]CC)=[O:12]>O>[OH:16][C@H:9]([CH2:10][C:11](=[O:12])[O-:13])[CH2:8][N+:4]([CH3:6])([CH3:5])[CH3:3]

Komponenten

5

Edukt 3

HCID 1146TrimethylamineHCID 14798Sodium HydroxideHCID 27344454-Chloro-3-hydroxybutyric acid ethyl ester, (3R)-

Produkt 1

HCID 10917(-)-Carnitine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Sodium hydroxide (17.6 g, 0.44 mol, ca. 2 eq.) was dissolved in water (240 g). Aqueous tri-methylamine (25%, 61.3 g, ca. 1.2 eq.) was added with cooling. The resulting mixture was cooled to 0° C. and ethyl (R)-4-chloro-3-hydroxybutyrate (content 100%, 36 g, 0.216 mol) was added dropwise within 3 h to the stirred reaction mixture. After one additional hour at 0° C. the reaction mixture was warmed to +20° C. and analyzed by HPLC

Aufarbeitung

  1. temperaturewith cooling
  2. temperatureAfter one additional hour at 0° C. the reaction mixture was warmed to +20° C.

Quellen und Nachweise

ORD-Eintrag
ord-5e283c3900a6496c954386c8f9d78056
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08168823B2

Notizen zur Reaktion

Wird geladen…