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Sodium Hydroxide → 2-(5-hexyloxy-1H-indol-2-yl)thio-2-phenylpropionic acid

HRID 846672
ノート
印刷プレビュー

反応式

HRID 846672 の反応式
[CH2:1]([O:7][C:8]1[CH:16]=[CH:15][C:14]2[N:13]3[C:17](=[O:27])[C:18]([CH3:26])([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[S:19][C:12]3=[CH:11][C:10]=2[CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[OH-:28].[Na+]>>[CH2:1]([O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12]([S:19][C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH3:26])[C:17]([OH:28])=[O:27])=[CH:11]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

HCID 14798Sodium HydroxideHCID 157249707-hexyloxy-2-methyl-2-phenylthiazolo[3,2-a]indol-3(2H)-one

生成物 1

HCID 157249712-(5-hexyloxy-1H-indol-2-yl)thio-2-phenylpropionic acid収率 93%

実験手順

To 7-hexyloxy-2-methyl-2-phenylthiazolo[3,2-a]indol-3(2H)-one (3.92 g), 2N sodium hydroxide (70 ml) was added, and the mixture was heated and refluxed for 1.5 hours. The reaction mixture was allowed to cool, and the deposited crystalline matter was collected by filtration. The crystalline matter was dissolved in methanol. The solution was made acidic by adding concentrated hydrochloric acid under ice cooling, and the solvent was evaporated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, to give 3.81 g (yield: 93 %) of the desired compound as a colorless powder. The melting point was 100°-102° C.

後処理

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 1.5 hours
  3. temperatureto cool
  4. filtrationthe deposited crystalline matter was collected by filtration
  5. dissolutionThe crystalline matter was dissolved in methanol
  6. additionby adding concentrated hydrochloric acid under ice cooling
  7. customthe solvent was evaporated under reduced pressure
  8. additionWater was added to the residue
  9. extractionthe mixture was extracted with ethyl acetate
  10. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  11. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-e46542b6018a4025aa8d29ad08c6eb0c
出典データセット
uspto-grants-1992_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05137909

反応ノート

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