1H-Cyclopenta[l]phenanthrene → 2,3-Dihydro-1H-cyclopenta[l]phenanthrene

HRID 2302024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2302024
[CH2:1]1[C:5]2[C:6]3[C:11]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=4[C:4]=2[CH:3]=[CH:2]1)=[CH:10][CH:9]=[CH:8][CH:7]=3.[H][H]>[Pd].C1(C)C=CC=CC=1>[CH2:3]1[C:4]2[C:17]3[C:12]([C:11]4[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=4[C:5]=2[CH2:1][CH2:2]1)=[CH:13][CH:14]=[CH:15][CH:16]=3

Komponenten

5

Edukt 2

HCID 118061071H-Cyclopenta[l]phenanthreneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 6128122,3-Dihydro-1H-cyclopenta[l]phenanthrene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2 g cyclopentaphenanthrene, 0.2 g 10% palladium on carbon and 50 mL toluene was stirred under hydrogen (69 kPa) until hydrogen uptake ceased, about 48 h. Catalyst was removed by filtration through diatomaceous earth and the filtrate evaporated. The crude product remaining weighed 1.97 g. It was further purified by recrystallization from heptane at −40° C. to give 1.8 g colorless plates. Spectroscopic and chemical analysis confirmed the identity of the desired compound.

Aufarbeitung

  1. customCatalyst was removed by filtration through diatomaceous earth
  2. customthe filtrate evaporated
  3. customIt was further purified by recrystallization from heptane at −40° C.
  4. customto give 1.8 g colorless plates

Quellen und Nachweise

ORD-Eintrag
ord-b0c37ebeddcc4a03a629694766f83dd3
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06429274B1

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