Water → Ketoprofen

HRID 478092

反応式

HRID 478092 の反応式
[C:1]1([C:7]([C:9]2[CH:10]=[C:11]([CH:15]([CH3:18])[CH:16]=[O:17])[CH:12]=[CH:13][CH:14]=2)=C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Mn]([O-])(=O)(=O)=[O:20].[K+].S(=O)(=O)(O)O.S([O-])([O-])=O.[Na+].[Na+].[OH2:36]>C1C=CC=CC=1>[C:7]([C:9]1[CH:10]=[C:11]([CH:15]([CH3:18])[C:16]([OH:17])=[O:20])[CH:12]=[CH:13][CH:14]=1)(=[O:36])[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

7

反応物 5

HCID 962Water2 回HCID 1118Sulfuric AcidHCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 14423576HCID 14423576、化合物

生成物 1

HCID 3825Ketoprofen

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

α-(3-(1-Phenylethenyl)phenyl)propionaldehyde (36 g) obtained in Example 4 was dissolved in 250 ml of benzene and 250 ml of water was further added thereto with vigorous stirring to prepare a suspension. Then, 2 liter of 2% aqueous solution of potassium permanganate was dropped little by little over 1.5 hours. After the dropping, stirring was continued for 18 hours at room temperature. After the reaction, it was acidified by adding concentrated sulfuric acid and was treated by adding 35 g of sodium sulfite. After that, 500 ml of water was added and extraction was carried out three times with 150 ml of ether. The ether solution was washed with water and it was extracted with 5% aqueous solution of sodium hydroxide. The aqueous layer was acidified by adding hydrochloric acid and extracted again with ether, which was followed by washing with water, drying with anhydrous magnesium sulfate, and filtration. The ether was then removed by reduced-pressure evaporation. Finally, 20 g of α(3-benzoylphenyl)propionic acid (ketoprofen) was obtained by re-crystallization from benzene/petroleum ether mixture. The melting point and spectrum were the same as those of an authentic sample.

後処理

  1. customto prepare a suspension
  2. stirringAfter the dropping, stirring
  3. customAfter the reaction, it
  4. additionwas treated
  5. extractionextraction
  6. washThe ether solution was washed with water and it
  7. extractionwas extracted with 5% aqueous solution of sodium hydroxide
  8. additionby adding hydrochloric acid
  9. extractionextracted again with ether, which
  10. washby washing with water
  11. dry with materialdrying with anhydrous magnesium sulfate, and filtration
  12. customThe ether was then removed by reduced-pressure evaporation

出典と根拠

ORDレコード
ord-dfb0c96781cd4563a5f91b0a45e8d931
出典データセット
uspto-grants-1989_12
特許番号
US04889952

関連ノート

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