Benzylamine → (3aR,6aS)-Tetrahydro-2-(phenylmethyl)cyclopenta[c]pyrrole-1,3(2H,3aH)-dione

HRID 424962

Reaktionsgleichung

Reaktionsgleichung von HRID 424962
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:9]1(=O)[CH:13]2[CH2:14][CH2:15][CH2:16][CH:12]2[C:11](=[O:17])[O:10]1>O1CCCC1.C(OCC)(=O)C>[CH2:1]([N:8]1[C:9](=[O:10])[C@@H:13]2[CH2:14][CH2:15][CH2:16][C@@H:12]2[C:11]1=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 7504BenzylamineHCID 98977tetrahydro-1H-cyclopenta(c)furan-1,3(3aH)-dione

Produkt 1

HCID 11096405(3aR,6aS)-Tetrahydro-2-(phenylmethyl)cyclopenta[c]pyrrole-1,3(2H,3aH)-dione

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of benzylamine (6.4 mL) and tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione (8 gm) in tetrahydrofuran (28 mL) was heated under reflux for 18 hours. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, and filtered through a pad of celite. Evaporation under reduced pressure gave crude (3aR,6aS)-2-benzyltetrahydrocyclopenta[c]pyrrole-1,3(2H,3 aH)-dione.

Aufarbeitung

  1. temperatureunder reflux for 18 hours
  2. filtrationfiltered through a pad of celite
  3. customEvaporation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5fbe5b6faeb44e6fa9e03d525f3e4917
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08106059B2

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