Reaktion #62981

ord-526347ab305542db842a0d9114359bdc

Reaktionsgleichung

O=C(O)CBr
Bromoacetic acid
Nc1cc(OCc2ccccc2)ccc1O
amine
Nc1cc(OCc2ccccc2)ccc1O
2-amino-4-benzyloxyphenol
O=C(CBr)Nc1cc(OCc2ccccc2)ccc1O
bromoamide
O=C(CBr)Nc1cc(OCc2ccccc2)ccc1O
2-α-bromoacetamido-4-benzyloxyphenol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationAfter 1 hour the reaction mixture was filtered
  2. 2
    Sonstigethe liquid evaporated to dryness under vacuum
  3. 3
    SonstigeThe residue was crystallized from acetic acid (50 ml)

Vorschrift

Bromoacetic acid (13.9 g, 0.01 mole) and dicyclohexyldicarbodiimide (DCCD, 20.6 g, 0.01 mole) were added at room temperature under stirring to the amine ((b), 21.5 g, 0.01 mole) in THF (200 ml). After 1 hour the reaction mixture was filtered and the liquid evaporated to dryness under vacuum. The residue was crystallized from acetic acid (50 ml) to give the bromoamide ((c), 17 g, 50%) as white prisms. The product structure was confirmed by NMR analysis.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04762925uspto-grants-1988_08