Reaktion #1735659

ord-099060e53aa9435c9af0c2e09017c8a9

Reaktionsgleichung

O=C(c1ccccc1)N1CC=CC1
1-benzoyl-3-pyrroline
OCCO
ethylene glycol
O=C1CCC(=O)N1Br
N-bromosuccinimide
O
water
O=C(c1ccccc1)N1C[C@@H](Br)[C@H](OCCO)C1
trans-1-benzoyl-3-bromo-4-(2-hydroxyethoxy)-pyrrolidine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionfollowed by extraction with methylene chloride
  2. 2
    Trocknendrying over magnesium sulphate and concentration of the solution
  3. 3
    SonstigeThe residue (188 g) was chromatographed with ethyl acetate on silica gel

Vorschrift

95 g (0.55 mol) of 1-benzoyl-3-pyrroline are dissolved in 380 g of ethylene glycol, and 101 g (0.57 mol) of N-bromosuccinimide are added in 5 g portions over a period of 2 hours at room temperature. The mixture is then stirred overnight at room temperature and poured into water, followed by extraction with methylene chloride, drying over magnesium sulphate and concentration of the solution. The residue (188 g) was chromatographed with ethyl acetate on silica gel.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05436334uspto-grants-1995_07