Benzylamine → 1-[(Benzylcarbamoyl)oxy]pyrrolidine-2,5-dione

HRID 744899Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 744899
C1C(=O)N(O[C:9]([O:11][N:12]2[C:17](=[O:18])[CH2:16][CH2:15][C:13]2=[O:14])=[O:10])C(=O)C1.[CH2:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(#N)C>[CH2:19]([NH:26][C:9](=[O:10])[O:11][N:12]1[C:13](=[O:14])[CH2:15][CH2:16][C:17]1=[O:18])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Komponenten

4

Edukt 2

HCID 7504BenzylamineHCID 676246Di(succinimido) carbonate

Produkt 1

HCID 131119021-[(Benzylcarbamoyl)oxy]pyrrolidine-2,5-dioneAusbeute 76,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

18.4 g of N,N'-disuccinimidyl carbonate are added in small portions at 5° C. within 5 minutes to a solution of 6.4 g of benzylamine in 150 ml of acetonitrile. The reaction mixture is stirred at room temperature and then evaporated. The residue is taken up in ethyl acetate and washed with water. The organic phase is dried, concentrated and the residue is recrystallized from methylene chlorideohexane. 11.3 g of colourless 2,5-dioxo-pyrrolidin-1-yl benzylcarbamate, MS (FAB): 133 (M- HO-Succ), are isolated.

Aufarbeitung

  1. customevaporated
  2. washwashed with water
  3. customThe organic phase is dried
  4. concentrationconcentrated
  5. customthe residue is recrystallized from methylene chlorideohexane

Quellen und Nachweise

ORD-Eintrag
ord-b9bf4828c6d94554ac084721824d2361
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05559232

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