Sodium Hydroxide → 5-chloro-2-methyl-1H-indole-7-carboxylic acid

HRID 855264ノート

反応式

HRID 855264 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([Cl:15])[CH:8]=[C:9]2[C:13]=1[NH:12][C:11]([CH3:14])=[CH:10]2)=[O:4].[OH-].[Na+]>CO>[Cl:15][C:7]1[CH:8]=[C:9]2[C:13](=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=1)[NH:12][C:11]([CH3:14])=[CH:10]2

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 69347467HCID 69347467、化合物

生成物 1

HCID 693469145-chloro-2-methyl-1H-indole-7-carboxylic acid収率 73.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 5-chloro-2-methyl-1H-indole-7-carboxylic acid methyl ester (30 mg, 0.13 mmol) in MeOH (5 ml) was added 1N NaOH(aq) (268 μl, 0.27 mmol) and the reaction mixture was refluxed for 2 h. The reaction mixture was concentrated in vacuo and water was added. The aqueous layer was acidified to pH3 using 1N HCl and the aqueous layer was extracted with EtOAc. The organic layer was dried (MgSO4), filtered and concentrated in vacuo to give the desired product (20 mg, 71%) which did not require further purification. MS (ISP) 208.1 (M−H)−.

後処理

  1. temperaturethe reaction mixture was refluxed for 2 h
  2. concentrationThe reaction mixture was concentrated in vacuo and water
  3. additionwas added
  4. extractionthe aqueous layer was extracted with EtOAc
  5. dry with materialThe organic layer was dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6d07f739d2544cdb8b632e66c8d54710
出典データセット
uspto-grants-2007_08
特許番号
US07259183B2

反応ノート

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