Potassium Carbonate → 2-Cyano-6-benzyloxymethyl quinoline

HRID 446188

Reaktionsgleichung

Reaktionsgleichung von HRID 446188
[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8](O)[CH:9]=2)[N:4]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:21][O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CC(C)=O>[C:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH2:21][O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH:9]=2)[N:4]=1)#[N:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 137983Benzyl chloromethyl etherHCID 144295346-Hydroxyquinoline-2-carbonitrile

Produkt 1

HCID 668385032-Cyano-6-benzyloxymethyl quinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 2-cyano-6-hydroxyquinoline (100 mg) in 10 mL of acetone was added potassium carbonate (122 mg). After stirring at RT for three minutes, the solution was put on ice. Benzyl chloromethyl ether (122 μL) was added through a needle and the resultant solution was stirred on ice for 2 hours. The solvent was then removed under vacuum and the residue was purified by flash chromatography with dichloromethane. 157 mg was obtained.

Aufarbeitung

  1. customThe solvent was then removed under vacuum
  2. customthe residue was purified by flash chromatography with dichloromethane
  3. custom157 mg was obtained

Quellen und Nachweise

ORD-Eintrag
ord-392a545e01d546d7b058c2fce200b8f5
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476450B2

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