Trifluoroacetic acid → 5-Benzyl-octahydropyrrolo(3,4-c)pyrrole-1,3-dione

HRID 712416

Reaktionsgleichung

Reaktionsgleichung von HRID 712416
C(O)(C(F)(F)F)=O.[NH:8]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]1=[O:14].CO[CH2:17][N:18]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:19][Si](C)(C)C>C(Cl)Cl>[CH2:24]([N:18]1[CH2:19][CH:10]2[C:9](=[O:14])[NH:8][C:12](=[O:13])[CH:11]2[CH2:17]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 10935MaleimideHCID 353442Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine

Produkt 1

HCID 45649025-Benzyl-octahydropyrrolo(3,4-c)pyrrole-1,3-dioneAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a suspension of TFA (1.02 g) and 1H-Pyrrole-2,5-dione (10.22 g) in CH2Cl2 (250 mL) at −5° C. was added a solution of N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine (29.99 g) in CH2Cl2 (20 mL) dropwise over 1 h. The reaction mixture was stirred at room temperature for another 5 h and evaporated in vacuo. The residue was stirred in the mixed solvent (EA: PE=3:7) at −10° C. for 1 h, and the mixture was filtered to afford the title compound as a white solid (10.18 g, 42.00%).

Aufarbeitung

  1. customevaporated in vacuo
  2. stirringThe residue was stirred in the mixed solvent (EA: PE=3:7) at −10° C. for 1 h
  3. filtrationthe mixture was filtered

Quellen und Nachweise

ORD-Eintrag
ord-3b95c130e8c24bbfa6ba1b6ebccfa913
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181277B2

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