Sodium Hydroxide → 3-bromo-1H-indole-2-carboxylic acid

HRID 2292700노트

반응식

HRID 2292700 반응식
[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:11]([O:13]CC)=[O:12].[OH-].[Na+]>CCO.O>[Br:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:11]([OH:13])=[O:12]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 4715017Ethyl 3-Bromoindole-2-carboxylate

생성물 1

HCID 23256883-bromo-1H-indole-2-carboxylic acid수율 96.7%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of ethyl 3-bromoindole-2-carboxylate (54.40 g, 203 mmol) in EtOH (600 ml) and water (50 ml) with NaOH (20.20 g, 505 mmol) was refluxed for 1 h. The mixture was cooled and the sodium salt of the title compound was removed by filtration. This was acidified (aqueous 3N HCl) and extracted with ethyl acetate. The organic extract was washed with water then brine, dried (sodium sulfate) and concentrated. Crystallization from ethyl acetate afforded the product (47.1 g, 88%). mp 201°-203° C.

후처리

  1. temperatureThe mixture was cooled
  2. customthe sodium salt of the title compound was removed by filtration
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with water
  6. dry with materialbrine, dried (sodium sulfate)
  7. concentrationconcentrated
  8. customCrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-3dbfb79717d441fd8d38915e8fbb7d05
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05684032

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