cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dione → Perhydropyrrolo(3,4-c)pyrrole-1,3-dione

HRID 473562

Reaktionsgleichung

Reaktionsgleichung von HRID 473562
C([N:8]1[CH2:12][C@@H:11]2[C:13](=[O:17])[NH:14][C:15](=[O:16])[C@@H:10]2[CH2:9]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[C:13]1(=[O:17])[CH:11]2[CH2:12][NH:8][CH2:9][CH:10]2[C:15](=[O:16])[NH:14]1

Komponenten

5

Edukt 2

HCID 1514449cis-5-Benzyltetrahydropyrrolo[3,4-c]pyrrole-1,3(2H,3aH)-dioneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 21476587Perhydropyrrolo(3,4-c)pyrrole-1,3-dioneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A degassed solution of cis-5-(benzyl)tetrahydropyrrolo[3,4-c]pyrrole-1,3-(2H,3H)-dione (250 mg, 1.30 mmol) in methanol (50 mL) was treated with Pd/C (25 mg) and a hydrogen balloon was attached. The mixture was stirred for 48 h before filtering through celite and removal of the solvents in vacuo gave the title compound as a brown solid (125 mg, 88%). δH (DMSO-d6) 11.01 (1H, s) 3.12 (4H, d, J 10.4 Hz), 2.75 (2H, m). LCMS RT 0.19 minutes, (ES+) 141 (M+H)+.

Aufarbeitung

  1. filtrationbefore filtering through celite and removal of the solvents in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4fe58a5e4cf44b7d9f494008dc4115ff
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08637491B2

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