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Sodium hydride → N-(n-propoxy)-4-methoxy-6-{3-(trifluoromethyl) phenoxy}-2-pyridine carboxamide

HRID 1250505
ノート
印刷プレビュー

反応式

HRID 1250505 の反応式
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[CH:15]=2)[N:6]=1)=[O:4].[H-].[Na+].[CH2:26](I)[CH2:27][CH3:28]>C1COCC1.C(OCC)(=O)C>[CH2:26]([O:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:15]=2)[N:6]=1)=[O:4])[CH2:27][CH3:28]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 18326201N-hydroxy-4-methoxy-6-{3-(trifluoromethyl)phenoxy)-2-pyridine carboxamide

生成物 1

HCID 53967309N-(n-propoxy)-4-methoxy-6-{3-(trifluoromethyl) phenoxy}-2-pyridine carboxamide

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

0.6 g (0.0018 mol) of N-hydroxy-4-methoxy-6-{3-(trifluoromethyl)phenoxy)-2-pyridine carboxamide was dissolved in THF, and the obtained solution was mixed with 0.08 g (ca. 60% in mineral oil; 0.0018×1.1 mol) of NaH and then with 0.62 g (0.0018×2.0 mol) of n-propyl iodide, followed by treating the solution under reflux for about 2 hours. The reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water and then washed with saturated brine. The organic phase of the solution was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

後処理

  1. additionby treating the solution
  2. temperatureunder reflux for about 2 hours
  3. washwashed with saturated brine
  4. dry with materialThe organic phase of the solution was dried with anhydrous sodium sulfate
  5. concentrationconcentrated
  6. custompurified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-a616b22226ff4b9985ec45dd6cd0fa93
出典データセット
uspto-grants-2002_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06339045B1

反応ノート

読み込み中…

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