Ethanol → 5-(3-(4-(4-(2-Quinolinylmethyloxy)styryl)phenoxy)propyl)tetrazole

HRID 373952Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 373952
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:27]=[CH:26][C:16]([CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)=[CH:15][CH:14]=1.Cl[CH2:29][CH2:30][CH2:31][C:32]1[NH:36][N:35]=[N:34][N:33]=1.[OH-].[K+].C(O)C>O.CCCCCC.C(OCC)(=O)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:27]=[CH:26][C:16]([CH:17]=[CH:18][C:19]2[CH:20]=[CH:21][C:22]([O:25][CH2:29][CH2:30][CH2:31][C:32]3[NH:36][N:35]=[N:34][N:33]=3)=[CH:23][CH:24]=2)=[CH:15][CH:14]=1

Komponenten

7

Edukt 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 539691924-(4-(2-Quinolinylmethyloxy)styryl)phenolHCID 178478461HCID 178478461, Verbindung

Produkt 1

HCID 1784366615-(3-(4-(4-(2-Quinolinylmethyloxy)styryl)phenoxy)propyl)tetrazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 21226206Ethyl acetate hexaneLösungsmittel

Versuchsvorschrift

A mixture of (0.014 mol) 4-(4-(2-quinolinylmethyloxy)styryl)phenol, (0.14 mol) 5-(3-chloropropyl)tetrazole, 2 g (0.036 mol) KOH in 5 ml water, and 50 ml ethanol is heated over a steam bath for a period of 3 hours. The reaction mixture is concentrated to dryness and slurried into water and extracted with methylene chloride. The methylene chloride extract is washed with water, dried over MgSO4 and concentrated under reduced pressure to obtain solid which is passed through a silica gel column using hexane/ethyl acetate as eluent. Evaporation of eluent gives 5-(3-(4-(4-(2-quinolinylmethyloxy)styryl)phenoxy)propyl)tetrazole.

Aufarbeitung

  1. temperatureis heated over a steam bath for a period of 3 hours
  2. concentrationThe reaction mixture is concentrated to dryness
  3. extractionextracted with methylene chloride
  4. extractionThe methylene chloride extract
  5. washis washed with water
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under reduced pressure
  8. customto obtain solid which
  9. customEvaporation of eluent

Quellen und Nachweise

ORD-Eintrag
ord-0a8c38fe4f054f18a6a8aeffc64a5ca7
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166210

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