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Hydrochloric Acid → 2-(9-Benzyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-2-yl) acetic acid

HRID 1417484
ノート
印刷プレビュー

反応式

HRID 1417484 の反応式
[OH-].[K+].[CH2:3]([N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]2[CH2:19][CH2:20][CH:21]([CH2:23][C:24]([O:26]CC)=[O:25])[S:22][C:11]1=2)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>C(O)C>[CH2:3]([N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]2[CH2:19][CH2:20][CH:21]([CH2:23][C:24]([OH:26])=[O:25])[S:22][C:11]1=2)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 53821095Ethyl 2-(9-benzyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-2-yl)acetate

生成物 1

HCID 545749702-(9-Benzyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-2-yl) acetic acid収率 91.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

0.5 ml of a 3% w/v aqueous solution of potassium hydroxide was added to a mixture of 44 mg of ethyl 2-(9-benzyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indol-2-yl)acetate (prepared as described in Example 82) in 2 ml of ethanol. The reaction mixture was then stirred at room temperature for 2 hours. At the end of this time, the reaction mixture was made acidic by the addition of a 3% w/v aqueous solution of hydrochloric acid and extracted with ethyl acetate. The ethyl acetate fraction was then washed with water and dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure and the resulting residue was recrystallized from hexane and ethyl acetate to afford 37 mg of the title compound as a solid which melted at 164°-167° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate fraction was then washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was then removed by evaporation under reduced pressure
  5. customthe resulting residue was recrystallized from hexane and ethyl acetate

出典と根拠

ORDレコード
ord-0c7239ca1e4247229d8493b3d1851401
出典データセット
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05877199

反応ノート

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