Ethanol → 6-Iodoindoline

HRID 907179

反応式

HRID 907179 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) were heated at 90° C. overnight. The reaction mixture was then partitioned between H2O and EtOAc. The organic layer was extracted into aqueous HCl. The aqueous layer was in turn basified with NaOH, and was extracted with EtOAc. The organic layer was dried and concentrated. Hexane trituration yielded 6-iodoindoline (577 mg, 64%) as a brown solid.

後処理

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

出典と根拠

ORDレコード
ord-0ec4d54cb95b4cc78d773166451d5bb4
出典データセット
uspto-grants-2011_09
特許番号
US08013006B2

関連ノート

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