Ethanol → 6-Iodoindoline

HRID 502197ノート

反応式

HRID 502197 の反応式
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([I:13])[CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+].CCO>O>[I:13][C:10]1[CH:11]=[C:12]2[C:7]([CH2:6][CH2:5][NH:4]2)=[CH:8][CH:9]=1

参加物

5

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 116663961-Acetyl-6-iodoindoline

生成物 1

HCID 116156966-Iodoindoline収率 64%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

1-Acetyl-6-iodoindoline (1.06 g, 3.7 mmol), NaOH (1.16 g, 29 mmol), EtOH (8 mL), and H2O (6 mL) are heated at 90° C. overnight. The reaction mixture is then partitioned between H2O and EtOAc. The organic layer is extracted into aqueous HCl. The aqueous layer is in turn basified with NaOH, and is extracted with EtOAc. The organic layer is dried and concentrated. Hexane trituration yields 6-iodoindoline (577 mg, 64%) as a brown solid.

後処理

  1. customThe reaction mixture is then partitioned between H2O and EtOAc
  2. extractionThe organic layer is extracted into aqueous HCl
  3. extractionis extracted with EtOAc
  4. customThe organic layer is dried
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-cccbf76f7a2c4761a39a138ca4e0cc4d
出典データセット
uspto-grants-2010_08
特許番号
US07772271B2

反応ノート

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