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

HRID 23413

반응식

HRID 23413 반응식
[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

참가 물질

4

반응물 2

HCID 24408BromineHCID 69867Indole-3-Carboxylic Acid

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
15 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-041984c22f354fbca34f7500f39174d9
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852726B2

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