Reaktion #10253

ord-ebc41319e76649ef90442a2e3702c9e1

Reaktionsgleichung

CC(C)CN
Isobutylamine
O=C(O)CBr
bromoacetic acid
CC(C)CNCC(=O)O
N-isobutylglycine

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISSOLUTIONdissolved
  2. 2
    Sonstigethe excess amine was removed
  3. 3
    workup.ADDITIONMeOH was added to the resulting oil
  4. 4
    EinengenThe resulting mixture was concentrated
  5. 5
    SonstigeFinally, a white solid was recrystallized from ethanol/ether

Vorschrift

Isobutylamine (50 mL, 0.5 mol) was cooled in an ice bath, and bromoacetic acid (6.1 g, 43.9 mmol) added slowly as a solid, insuring that each piece dissolved. After stirring overnight, the excess amine was removed and MeOH was added to the resulting oil. The resulting mixture was concentrated, and repeated using MeOH/HCl. Finally, a white solid was recrystallized from ethanol/ether to provide N-isobutylglycine.HCl (3.95 g, 53.7%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094758B2uspto-grants-2006_08