Potassium Carbonate → alpha-(3-(4-(2-Quinolinylmethyloxy)phenoxymethyl)phenoxy)acetonitrile

HRID 2074025Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2074025
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[O:6][CH2:7][C:8]#[N:9].[N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][O:24][C:25]1[CH:31]=[CH:30][C:28]([O-:29])=[CH:27][CH:26]=1.[Na+].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.O>[N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[CH2:23][O:24][C:25]1[CH:31]=[CH:30][C:28]([O:29][CH2:2][C:3]2[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=2)[O:6][CH2:7][C:8]#[N:9])=[CH:27][CH:26]=1

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 14774148alpha-(3-Chloromethylphenoxy)acetonitrileHCID 23684421Sodium 4-(2-quinolinylmethyloxy)phenoxide

Produkt 1

HCID 14774149alpha-(3-(4-(2-Quinolinylmethyloxy)phenoxymethyl)phenoxy)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of α-(3-chloromethylphenoxy)acetonitrile (0.025 mol), sodium 4-(2-quinolinylmethyloxy)phenoxide (0.025 mol) and anhydrous potassium carbonate (0.125 mol) in dimethylsulfoxide (50 ml) is stirred at ambient temperature for 18 hrs. The reaction is diluted with water (600 ml) and extracted with ethylacetate (3×150 ml). The ethyl acetate solution is washed with water (3×100 ml) and brine (100 ml) then dried and evaporated to give α-(3-(4-(2-quinolinylmethyloxy)phenoxymethyl)phenoxy)acetonitrile. (M.P. 110°-114° C.)

Aufarbeitung

  1. extractionextracted with ethylacetate (3×150 ml)
  2. washThe ethyl acetate solution is washed with water (3×100 ml) and brine (100 ml)
  3. customthen dried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-80cbdb1bf2af4ab8976b7c0f718834f4
Quelldatensatz
uspto-grants-1990_04
Patentnummer
US04920132

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