Methanol → 6-Hydroxy-a-methyl carbazole-2-acetic acid

HRID 37711ノート

反応式

HRID 37711 の反応式
C([O:3][C:4](=[O:21])[CH:5]([CH3:20])[C:6]1[CH:18]=[CH:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[C:13]([OH:19])[CH:14]=3)[NH:9][C:8]=2[CH:7]=1)C.[OH-].[K+].CO>O>[OH:19][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]1[CH:7]=[C:6]([CH:5]([CH3:20])[C:4]([OH:21])=[O:3])[CH:18]=[CH:17][C:16]2=1

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 54544615HCID 54544615、化合物

生成物 1

HCID 199357086-Hydroxy-a-methyl carbazole-2-acetic acid収率 48.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture consisting of 6-hydroxy-a-methyl carbazole-2-acetic acid ethyl ester (5.0 g, 0.021 mol), potassium hydroxide (5.0 g, 0.089 mol), methanol (300 mL), and water (20 mL) is refluxed for 15 hours. The reaction mixture is cooled concentrated and acidified with a 1:1 solution of concentrated HCl and water to pH 1. The aqueous layer is extracted with ether (4×300 mL), washed with water (200 mL), brine (200 mL), dried over MgSO4, filtered and concentrated to give 2.6 g of product as a foam.

後処理

  1. temperatureis refluxed for 15 hours
  2. temperatureThe reaction mixture is cooled
  3. concentrationconcentrated
  4. extractionThe aqueous layer is extracted with ether (4×300 mL)
  5. washwashed with water (200 mL), brine (200 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-504045f3aebf46fcb525d863e559f551
出典データセット
uspto-grants-1995_05
特許番号
US05420289

反応ノート

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