Trifluoroacetic acid → 3-Amino-1-benzhydryl-pyrrolidin-2-one

HRID 1786557

Reaktionsgleichung

Reaktionsgleichung von HRID 1786557
C(OC(=O)[NH:7][CH:8]1[CH2:12][CH2:11][N:10]([CH:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:9]1=[O:26])(C)(C)C.C(C(O)=O)(F)(F)F>C(Cl)Cl>[NH2:7][CH:8]1[CH2:12][CH2:11][N:10]([CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:9]1=[O:26]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 57597570(1-Benzhydryl-2-oxo-pyrrollidin-3-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 575975623-Amino-1-benzhydryl-pyrrolidin-2-oneAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To the solution of (1-benzhydryl-2-oxo-pyrrollidin-3-yl)-carbamic acid tert-butyl ester (41) (1.2 g, 3.26 mmol) in CH2Cl2 (20 ml) was added CF3CO2H (8 ml). The resulting mixture was stirred under nitrogen at room temperature overnight. The reaction was then concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium hydrogen carbonate (20 ml). The organic was dried over MgSO4 and evaporated to dryness. The resulting residue was purified by column chromatography using CH2Cl2: MeOH (10:1) to give the desired product in 97% yield.

Aufarbeitung

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with saturated sodium hydrogen carbonate (20 ml)
  4. dry with materialThe organic was dried over MgSO4
  5. customevaporated to dryness
  6. customThe resulting residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-13e9753f36934bee8bf2fae8a1e16e7b
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07507760B2

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