HCID 14770832, Verbindung → HCID 14770833, Verbindung

HRID 1651573Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1651573
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH2:13][CH2:12][C:11](=[O:14])[CH:10]=2)=[C:4]([F:15])[CH:3]=1>C1COCC1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh]>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH:9]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10]2)=[C:4]([F:15])[CH:3]=1

Komponenten

4

Edukt 1

HCID 14770832HCID 14770832, Verbindung

Produkt 1

HCID 14770833HCID 14770833, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)KatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 16.4 g (60.2 mmol) of 3-(4-bromo-2,5-difluorophenyl)-2-cyclopentenone in 400 ml of THF was hydrogenated over 2.0 g of Wilkinson's catalyst at 25° C. for 18 hours. The solution was concentrated to a brown oil which was chromatographed on silica gel (E. Merck-230-400 Mesh) to remove the catalyst. The residue obtained was triturated with hexane, and the solids were filtered, washed with hexane, and dried to give 15.2 g (93%) of the title compound; mp 63°-65° C.

Aufarbeitung

  1. concentrationThe solution was concentrated to a brown oil which
  2. customwas chromatographed on silica gel (E. Merck-230-400 Mesh)
  3. customto remove the catalyst
  4. customThe residue obtained
  5. customwas triturated with hexane
  6. filtrationthe solids were filtered
  7. washwashed with hexane
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-45b4290656ff4535a3d91d802e9a44ef
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04929613

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