Sodium Hydroxide → 2-(4-Fluorophenyl)-3-(pyridin-4-yl)-1H-pyrrole

HRID 1244987ノート

反応式

HRID 1244987 の反応式
C(OC([C:6]1[C:7]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[NH:9][CH:10]=1)=O)C.[OH-].[Na+]>C(O)(=O)C.S(=O)(=O)(O)O.O>[F:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[NH:9][CH:10]=[CH:6][C:7]=2[C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[CH:16][CH:15]=1

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 219228384-Ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-1H-pyrrole

生成物 1

HCID 219226632-(4-Fluorophenyl)-3-(pyridin-4-yl)-1H-pyrrole収率 99.1%

試薬・触媒・溶媒 3

HCID 176Acetic Acid溶媒HCID 962Water溶媒HCID 1118Sulfuric Acid溶媒

反応条件

温度
100 °C

実験手順

15.00 g (48.3 mmol) of 4-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-1H-pyrrole [prepared as described in Example 1(i) above] were dissolved in a mixture of 90 ml of acetic acid, 30 ml of sulfuric acid and 60 ml of water and the resulting solution was stirred at 100° C. for 16 hours. At the end of this time, the reaction mixture was cooled to room temperature and then made alkaline with a 10% aqueous solution of sodium hydroxide. The resulting mixture was extracted with ethyl acetate and the organic extract was washed with water, dried over anhydrous sodium sulfate and then concentrated by evaporation under reduced pressure to give 11.40 g (yield 99%) of the title compound as a pale red powder.

後処理

  1. temperatureAt the end of this time, the reaction mixture was cooled to room temperature
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. extractionthe organic extract
  4. washwas washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated by evaporation under reduced pressure

出典と根拠

ORDレコード
ord-07ba54922e084a65bbc777d68828996e
出典データセット
uspto-grants-2006_10
特許番号
US07122666B2

反応ノート

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