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

HRID 1751882ノート

反応式

HRID 1751882 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ac75e13dbe3f4d15a631f2b2adc46fd9
出典データセット
uspto-grants-2015_10
特許番号
US09161997B2

反応ノート

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