Water → Benzyl 3-acetamido-4-oxopyrrolidine-1-carboxylate

HRID 400452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 400452
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH:14]([OH:16])[CH:13]([NH:17][C:18](=[O:20])[CH3:19])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.O>CS(C)=O.ClCCl>[C:18]([NH:17][CH:13]1[C:14](=[O:16])[CH2:15][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:12]1)(=[O:20])[CH3:19]

Komponenten

6

Edukt 3

HCID 962WaterHCID 81531DiisopropylethylamineHCID 86686049Benzyl 3-acetamido-4-hydroxypyrrolidine-1-carboxylate

Produkt 1

HCID 86686050Benzyl 3-acetamido-4-oxopyrrolidine-1-carboxylateAusbeute 82,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Pyidin-sulphur trioxide in 6.5 mL DMSO was added to 1.34 g benzyl-3-acetamido-4-hydroxypyrrolidine-1-carboxylate and 2.5 mL DIPEA in 8 mL dichlormethane at 0° C. The reaction was stirred 1 h at RT. Water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with water and sodium chloride solution and evaporated. The residue was purified by chromatography on silica gel (ethyl acetate) to give 1.1 g of the desired product. (M+H)+: 277

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and sodium chloride solution
  3. customevaporated
  4. customThe residue was purified by chromatography on silica gel (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-e2e8a037eedd4e07991db0b07ec240a5
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741892B2

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