Lithium hydroxide, monohydrate → 4-cyano-1H-indole-2-carboxylic acid

HRID 62651ノート

反応式

HRID 62651 の反応式
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([C:12]([O:14]CC)=[O:13])[NH:7]2)#[N:2].O[Li].O>C(O)C>[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([C:12]([OH:14])=[O:13])[NH:7]2)#[N:2]

参加物

4

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 53419488Ethyl 4-cyano-1H-indole-2-carboxylate

生成物 1

HCID 824059494-cyano-1H-indole-2-carboxylic acid収率 87.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 4-cyano-1H-indole-2-carboxylate (I-3a: 330 mg, 1.542 mmol) in ethanol (10 mL) was added LiOH.H2O (129 mg, 3.08 mmol) and the mixture was refluxed for 16 h. The solvent was evaporated under reduced pressure and the residue diluted with water (10 mL). The aqueous layer was acidified with 10% aq. HCl solution to pH 6.0 and the precipitated solid was filtered. The residue was washed with water and dried under vacuum to afford 250 mg (87%) of 4-cyano-1H-indole-2-carboxylic acid (I-3b) as an off-white solid.

後処理

  1. temperaturethe mixture was refluxed for 16 h
  2. customThe solvent was evaporated under reduced pressure
  3. additionthe residue diluted with water (10 mL)
  4. filtrationthe precipitated solid was filtered
  5. washThe residue was washed with water
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-d11bd53159264448a39ada489d103b3f
出典データセット
uspto-grants-2016_09
特許番号
US09447039B2

反応ノート

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