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6-Bromo-1-ethylidene-indan → 6-Bromo-1-ethyl-indan

HRID 384373
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 384373
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=[CH:11][CH3:12])=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[CH2:11][CH3:12])=[CH:4][CH:3]=1
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Komponenten

5

Edukt 2

HCID 686133646-Bromo-1-ethylidene-indanHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 574838336-Bromo-1-ethyl-indanAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

6-Bromo-1-ethylidene-indan 41a (3.07 g, 13.7 mmol) was dissolved in 80 mL of ethyl acetate followed by addition of palladium on carbon (0.61 g) at room temperature. The mixture was hydrogenated for 5 hours in a hydrogenator under 3 atm. of hydrogen. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered to remove palladium on carbon and the filter cake was washed with ethyl acetate (10 mL×3). The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound 6-bromo-1-ethyl-indan 41b (2.75 g, 88.7%) as a light yellow oil.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. customto remove palladium on carbon
  3. washthe filter cake was washed with ethyl acetate (10 mL×3)
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4bfee9bd64bd4d9a86b81aac224a4014
Quelldatensatz
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08367710B2

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