Bromine → 6-Bromo-1H-indole-3-carboxylic acid

HRID 23413

反応式

HRID 23413 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[CH:2]1.[Br:13]Br>C(O)(=O)C>[Br:13][C:7]1[CH:8]=[C:9]2[C:4]([C:3]([C:10]([OH:12])=[O:11])=[CH:2][NH:1]2)=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 24408BromineHCID 69867Indole-3-Carboxylic Acid

生成物 1

HCID 152848376-Bromo-1H-indole-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
15 °C

実験手順

To a solution of indole-3-carboxylic acid (4.81 g, 30 mmole) in acetic acid (50 ml), bromine was added dropwise with stirring at 15° C. After stirring overnight at room temperature the reaction mixture was set aside without stirring for 24 hours during which time pure product crystallized from solution. The precipitate was collected and dried to afford 1.29 g pure 6-bromoindole-3-carboxylic acid. The mother liquor was poured into water (250 ml) and another crop of product was obtained (3.84 g) as a 1:1 mixture of the 6-bromo- and the 5-bromoindole-3-carboxylic acid.

後処理

  1. stirringAfter stirring overnight at room temperature the reaction mixture
  2. stirringwithout stirring for 24 hours during which time pure product
  3. customcrystallized from solution
  4. customThe precipitate was collected
  5. customdried

出典と根拠

ORDレコード
ord-041984c22f354fbca34f7500f39174d9
出典データセット
uspto-grants-2005_02
特許番号
US06852726B2

関連ノート

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