Triethylamine → 7-(Trifluoromethyl)quinoline

HRID 657768

Reaktionsgleichung

Reaktionsgleichung von HRID 657768
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([F:15])([F:14])[F:13])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.C(N(CC)CC)C>[Pd].CO>[F:15][C:12]([F:13])([F:14])[C:8]1[CH:7]=[C:6]2[C:11]([CH:2]=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Komponenten

5

Edukt 2

HCID 8471TriethylamineHCID 676684-Chloro-7-(trifluoromethyl)quinoline

Produkt 1

HCID 4596147-(Trifluoromethyl)quinoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

4-Chloro-7-(trifluoromethyl)quinoline (9.35 g, 0.0404 mol) was hydrogenated in the presence of 5% palladium on carbon (4 g) in methanol (180 mL) in the presence of triethylamine (6 mL). The solution was stirred for 3.5 hours, and then filtered through Celite. The filtrate was concentrated under reduced pressure, and the residue was treated with ethyl acetate and water. The organic layer was separated, washed with water (2×75 mL), dried over MgSO4, filtered, and concentrated under reduced pressure to a yellow solid.

Aufarbeitung

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. additionthe residue was treated with ethyl acetate and water
  4. customThe organic layer was separated
  5. washwashed with water (2×75 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure to a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-7e1175e3eff24a31a75d8f8b247a79c0
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076345B2

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