Sodium Sulfite → N-Acetyl-5-Bromo-3-Hydroxyindole

HRID 239010노트

반응식

HRID 239010 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][CH:11]=2)[C:6]([O:14]C(=O)C)=[CH:5]1)(=[O:3])[CH3:2].S([O-])([O-])=O.[Na+].[Na+]>O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:13])=[CH:10][CH:11]=2)[C:6]([OH:14])=[CH:5]1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 24437Sodium SulfiteHCID 118505N-acetyl-5-bromoindolyl acetate

생성물 1

HCID 2735235N-Acetyl-5-Bromo-3-Hydroxyindole수율 82%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

1-acetyl-5-bromo-3-acetoxyindole (1.0 g, 3.38 mmol) and sodium sulfite (1.0 g, 7.94 mmol) were mixed in 20 ml water. After heated for 3 hours at 80° C., the reaction mixture was cooled down to room temperature, and then extracted with ethyl acetate (50 ml×2). The combined organic phases were dried and evaporated to obtain a solid as white needles (1-acetyl-5-bromo-3-hydroxyindole) (0.7 g, yield: 82%; mp: 180-182° C.).

후처리

  1. temperaturethe reaction mixture was cooled down to room temperature
  2. extractionextracted with ethyl acetate (50 ml×2)
  3. customThe combined organic phases were dried
  4. customevaporated

출처 및 근거

ORD 기록
ord-66d5718b03344212b457772f11c45443
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642765B2

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