HCID 22807221, Verbindung → HCID 70568628, Verbindung

HRID 614556Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614556
[O:1]=[C:2]1[N:8]2[C@H:4]([O:5][C:6]([CH:9]=[CH2:10])=[CH:7]2)[CH2:3]1.[H][H]>O1CCCC1.[Pt]>[CH:9](=[C:6]1[O:5][C@H:4]2[N:8]([C:2](=[O:1])[CH2:3]2)[CH2:7]1)[CH3:10]

Komponenten

5

Edukt 2

HCID 22807221HCID 22807221, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 70568628HCID 70568628, VerbindungAusbeute 12 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(5R)-7-oxo-3-vinyl-4-oxa-1-azabicyclo[3.2.0]hept-2-ene (2.4 mmole) in tetrahydrofuran (20 ml) was shaken with 5% platinum on charcoal (150 mg) under 1 atmosphere of hydrogen at room temperature for 1.5 hours. The catalyst was removed by filtration and was washed with tetrahydrofuran. The solvent was evaporated from the filtrate and the residue was chromatographed on silica gel using 1:7 ethyl acetate/petroleum ether (b.p. 60-80°). A mixture of E- and Z- isomers of the title compound was thus obtained as a colourless oil(40 mg).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. washwas washed with tetrahydrofuran
  3. customThe solvent was evaporated from the filtrate
  4. customthe residue was chromatographed on silica gel using 1:7 ethyl acetate/petroleum ether (b.p. 60-80°)
  5. additionA mixture of E- and Z- isomers of the title compound

Quellen und Nachweise

ORD-Eintrag
ord-09d6853dacce4eba84430dd25c410755
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04145430

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