Hydrochloric Acid → 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylic acid

HRID 1514936ノート

反応式

HRID 1514936 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[NH:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[C:13]([C:18]([O:20]C)=[O:19])[CH:12]=2.[OH-].[Na+].Cl>C(O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[NH:10][C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[C:13]([C:18]([OH:20])=[O:19])[CH:12]=2

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66965661methyl 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylate

生成物 1

HCID 669660532-(2,6-dichlorophenyl)-1H-indole-6-carboxylic acid

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

A mixture of methyl 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylate (160 mg, 500 μmol) and 1N NaOH (1.5 mL) in ethanol (25 mL) was heated at 80° C. for 18 h. The solution was cooled to ambient temperature, diluted with ethyl acetate, acidified with conc. HCl, and the layers separated. The aqueous phase was re-extracted with ethyl acetate, and the combined organic layers were dried, filtered, and the solvent was removed under reduced pressure to afford 2-(2,6-dichlorophenyl)-1H-indole-6-carboxylic acid. MS (m/z) 304.0 (M−1).

後処理

  1. temperatureThe solution was cooled to ambient temperature
  2. customthe layers separated
  3. extractionThe aqueous phase was re-extracted with ethyl acetate
  4. customthe combined organic layers were dried
  5. filtrationfiltered
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-c2fc94f779ca4556a4d827901b7d9e77
出典データセット
uspto-grants-2012_07
特許番号
US08222248B2

反応ノート

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