(2R)-2-bromo-3-hydroxypropanoic acid → HCID 53823235, Verbindung

HRID 849373Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 849373
[Br:1][C@H:2]([CH2:6][OH:7])[C:3]([OH:5])=[O:4].[C:8](OC(=N)N(C(C)C)C(C)C)([CH3:11])([CH3:10])[CH3:9]>C(Cl)(Cl)Cl>[Br:1][C@H:2]([CH2:6][OH:7])[C:3]([O:5][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:4]

Komponenten

4

Edukt 2

HCID 13776211(2R)-2-bromo-3-hydroxypropanoic acidHCID 22010542tert-Butyl N,N-dipropan-2-ylcarbamimidate

Produkt 1

HCID 53823235HCID 53823235, VerbindungAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

18.1 g of (2R)-2-bromo-3-hydroxypropionic acid and 200 ml of chloroform were mixed, and 53.6 g of O-tert-butyl-N,N-diisopropylisourea was added under cooling with ice, followed by stirring at room temperature for 15 hours. Insoluble matters were filtered off, and then, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1) to obtain 14.7 g (yield: 61%) of the above identified compound as a colorless oily substance.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. filtrationInsoluble matters were filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1→5/1)
  5. customto obtain 14.7 g (yield: 61%) of the

Quellen und Nachweise

ORD-Eintrag
ord-93f00563833a486caa1041b9386f716b
Quelldatensatz
uspto-grants-2000_01
Patentnummer
US06011174

Notizen zur Reaktion

Wird geladen…