Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate → Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

HRID 1662510Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662510
[CH3:1][C:2]1([CH3:25])[C:6]([C:7]2[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=2)=[CH:5][CH2:4][CH2:3]1>CCOC(C)=O.[Pd]>[CH3:1][C:2]1([CH3:25])[CH2:3][CH2:4][CH2:5][CH:6]1[C:7]1[CH:12]=[C:11]([C:13]([O:15][CH3:16])=[O:14])[CH:10]=[CH:9][C:8]=1[C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1

Komponenten

4

Edukt 1

HCID 57707227Methyl 2-(5,5-dimethyl-1-cyclopenten-1-yl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylate

Produkt 1

HCID 57706985Methyl 2-(2,2-dimethylcyclopentyl)-3'-(methyloxy)-1,1'-biphenyl-4-carboxylateAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a stirred solution of 78.5A (0.50 g, 1.5 mmol) in EtOAc (2.00 mL) at 23° C. was added palladium on carbon (0.16 g, 1.5 mmol). The reaction was placed under an atmosphere of hydrogen and stirred for 19 hours. The reaction mixture was then filtered and the filtrate was concentrated in vacuo. The product was purified on silica gel (0-10% EtOAc in hexanes) to yield 78.5B as a colorless oil (0.50 g, 99% yield).

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe product was purified on silica gel (0-10% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-197ce3d117b44024a28fb3345a4abed0
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030354B2

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