4-(7-Chloroquinolin-4-yl)butyn-1-ol → 4-(7-Chloroquinolin-4-yl)butan-1-ol

HRID 1274408Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1274408
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH2:12][CH2:13][C:14]#[C:15][OH:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1>C(O)C.[Pt](=O)=O>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH2:12][CH2:13][CH2:14][CH2:15][OH:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 1

HCID 221206664-(7-Chloroquinolin-4-yl)butyn-1-ol

Produkt 1

HCID 221206674-(7-Chloroquinolin-4-yl)butan-1-olAusbeute 49,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

4-(7-chloroquinolin-4-yl)butyn-1-ol (1 g) was dissolved in ethanol (25 mL) in a Parr hydrogenation bottle and platinum (IV) oxide [Adams' Catalyst] (100 mg) was added. The Parr bottle was placed on a Parr hydrogenation apparatus and the solution hydrogenated at 50 psi for 2 hours after which time the starting material had been judged to be consumed by TLC. The spent catalyst was removed by filtration through a Celite pad and the pad carefully washed with more ethanol. The combined filtrates were evaporated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate; then ethyl acetate:methanol, 95:5) to give the title compound (500 mg).

Aufarbeitung

  1. additionwas added
  2. customto be consumed by TLC
  3. customThe spent catalyst was removed by filtration through a Celite pad
  4. washthe pad carefully washed with more ethanol
  5. customThe combined filtrates were evaporated in vacuo
  6. customthe residue purified by flash chromatography on silica gel (ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-10f48641c6c540a9b6230d621781f096
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06156767

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