Water → 6-Bromoindole-3-carbaldehyde

HRID 1051488

반응식

HRID 1051488 반응식
O=P(Cl)(Cl)Cl.[Br:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1.O.[OH-].[Na+].CN([CH:22]=[O:23])C>>[Br:6][C:7]1[CH:15]=[C:14]2[C:10]([C:11]([CH:22]=[O:23])=[CH:12][NH:13]2)=[CH:9][CH:8]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 6228Dimethylformamide2회HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 6764936-Bromoindole

생성물 1

HCID 27948306-Bromoindole-3-carbaldehyde

실험 절차

POCl3 (980 mg, 6.4 mmol) was added dropwise to DMF (3 mL) cooled in an ice bath. The mixture was stirred at 0° C. for 30 min before a solution of 6-bromo-1H-indole (1.0 g, 5.1 mmol) in DMF (7 mL) was slowly added at 0° C. The mixture was stirred at room temperature for 3 h before being poured into water and neutralized with 1N NaOH. The crude product was collected by filtration and used in next step without further purification. LCMS (m/z): 224.1 [M+H]+.

후처리

  1. temperaturecooled in an ice bath
  2. additionwas slowly added at 0° C
  3. filtrationThe crude product was collected by filtration
  4. customused in next step without further purification

출처 및 근거

ORD 기록
ord-c3bc2e641c59448e9be77f3e68848fde
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09388173B2

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