Tetrahydrofuran → 4-(2-(4-(4-Fluorobutyl)phenyl)ethoxy)quinazoline

HRID 1751882Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1751882
C1(C)C=CC(S(O[CH2:11][CH2:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][O:23][C:24]3[C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[N:27]=[CH:26][N:25]=3)=[CH:17][CH:16]=2)(=O)=O)=CC=1.[F-:35].[K+].C1N2CCOCCOCCN(CCOCCOCC2)CCOCCOC1.C1COCC1>O>[F:35][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][O:23][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[N:27]=[CH:26][N:25]=2)=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 23693052Potassium fluoride kryptofix 222HCID 596786134-(2-(4-(4-p-Toluenesulfonyloxybutyl)phenyl)ethoxy) quinazoline

Produkt 1

HCID 596786454-(2-(4-(4-Fluorobutyl)phenyl)ethoxy)quinazoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4-(2-(4-(4-p-toluenesulfonyloxybutyl)phenyl)ethoxy) quinazoline (0.3 g, 0.63 mmol) is added to a solution of potassium fluoride/kryptofix 222 in 5 ml THF (1:1 ratio, 3.15 mmol each). After stirring at room temperature for 15 minutes the solution is then refluxed for 20 minutes. It is then cooled and water is added to it. The solution is then extracted in dichloromethane and washed with water and dried. The crude product is purified by silica gel flash chromatography (ethyl acetate/hexanes) to afford the product.

Aufarbeitung

  1. temperatureis then refluxed for 20 minutes
  2. temperatureIt is then cooled
  3. extractionThe solution is then extracted in dichloromethane
  4. washwashed with water
  5. customdried
  6. customThe crude product is purified by silica gel flash chromatography (ethyl acetate/hexanes)
  7. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-ac75e13dbe3f4d15a631f2b2adc46fd9
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09161997B2

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