Lithium hydroxide, monohydrate → 6-Chloro-1-[2-(dimethylamino)ethyl]-1H-indole-3-carboxylic acid

HRID 1716422ノート

反応式

HRID 1716422 の反応式
C[O:2][C:3]([C:5]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[N:7]([CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[CH:6]=1)=[O:4].O[Li].O>O.C1COCC1.CO>[Cl:14][C:10]1[CH:9]=[C:8]2[C:13]([C:5]([C:3]([OH:4])=[O:2])=[CH:6][N:7]2[CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])=[CH:12][CH:11]=1

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 68504879HCID 68504879、化合物

生成物 1

HCID 685112116-Chloro-1-[2-(dimethylamino)ethyl]-1H-indole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

反応条件

温度
40 °C

実験手順

The ester was hydrolyzed in a mixture of H2O/THF/MeOH (ratio 1:1:1) with LiOH.H2O (3 eq.). The reaction mixture was stirred at 40° C. overnight. The acid was extracted several times with EtOAc, and the combined organic phases were dried over Na2SO4. Recrystallisation in Et2O afforded 35 mg (34% overall yield) of the title compound as a white solid.

後処理

  1. extractionThe acid was extracted several times with EtOAc
  2. dry with materialthe combined organic phases were dried over Na2SO4
  3. customRecrystallisation in Et2O
  4. customafforded

出典と根拠

ORDレコード
ord-759ab8b291944e1bb2b19d53d93adfb6
出典データセット
uspto-grants-2010_09
特許番号
US07803815B2

反応ノート

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