Water → HCID 21249820、化合物

HRID 1531644ノート

反応式

HRID 1531644 の反応式
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.O.[H-].[Na+].C[O:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21](Br)[N:20]=1)=[O:18]>CC(N(C)C)=O.[Cu](I)I>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]([OH:18])=[O:16])=[N:20][C:21]=1[O:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=1

参加物

7

反応物 4

HCID 962Water2 回HCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydrideHCID 10868568Methyl 6-bromo-5-methoxypicolinate

生成物 1

HCID 21249820HCID 21249820、化合物

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
120 °C

実験手順

3-(trifluoromethyl) phenol (1.317 g, 0.0081 mol) was dissolved in 10 ml of dried dimethyl acetamide. While cooling the obtained solution with water, sodium hydride (0.39 g (ca. 60% in mineral oil), 0.0081×1.2 mol) was added to the solution. After completion of the foaming, a solution obtained by dissolving 6-bromo-5-methoxy-2-pyridine carboxylic acid methyl ester (2.0 g, 0.0081 mol) in 10 ml of dried dimethyl acetamide, and then copper iodide (1.55 g, 0.081 mol) were successively added to the solution. The obtained mixture was heated and stirred at 120° C. for 10 hours. Thereafter, the obtained reaction solution was cooled, mixed with 50 ml of water and then with 50 ml of ethyl acetate, and filtered through a glass filter provided with High-flow Super Cell. The obtained filtrate was extracted with ethyl acetate to obtain an aimed product. An organic phase was separated from the product, washed with water, and then dried with anhydrous sodium sulfate. The dried product was concentrated, and the obtained residues were purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane).

後処理

  1. additionwas added to the solution
  2. customAfter completion of the foaming, a solution obtained
  3. temperatureThe obtained mixture was heated
  4. customThereafter, the obtained reaction solution
  5. temperaturewas cooled
  6. filtrationwith 50 ml of ethyl acetate, and filtered through a glass
  7. filtrationfilter
  8. customprovided with High-flow Super Cell
  9. extractionThe obtained filtrate was extracted with ethyl acetate

出典と根拠

ORDレコード
ord-fa5a7d60c4e6452a8c9bb0bfbf4ed607
出典データセット
uspto-grants-2001_03
特許番号
US06200933B1

反応ノート

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