3-Bromoquinoline → 3-bromoquinoline 1-oxide

HRID 74497노트

반응식

HRID 74497 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[Br:12][C:13]1[CH:14]=[N:15][C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2>C(Cl)Cl>[Br:12][C:13]1[CH:14]=[N+:15]([O-:9])[C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2

참가 물질

4

반응물 2

HCID 214133-BromoquinolineHCID 70297m-Chloroperbenzoic acid2회

생성물 1

HCID 8180763-bromoquinoline 1-oxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
5 °C

실험 절차

A solution of 72% 3-chloroperbenzoic acid (97.8 g (0.408 mol) dissolved in 1 L DCM, dried on sodium sulphate and filtered off) was added dropwise to a solution of 85.0 g 0.41 mol) 3-bromoquinoline in 100 mL DCM cooled to 5° C. Care was taken to ensure that the temperature of the reaction mixture did not rise above 10° C. After the addition had ended the mixture was stirred for 5 h, then a solution of 72% 3-chloroperbenzoic acid (25.0 g, 0.104 mol) dissolved in 200 mL DCM, dried on sodium sulphate and filtered off) was again added dropwise and the mixture was stirred overnight at RT. Saturated aqueous sodium carbonate solution was added, the phases were separated and the organic phase was dried on sodium sulphate. The solution was filtered through activated charcoal and then evaporated down i. vac.

후처리

  1. customdid not rise above 10° C
  2. additionAfter the addition
  3. customdried on sodium sulphate
  4. filtrationfiltered off)
  5. additionwas again added dropwise
  6. stirringthe mixture was stirred overnight at RT
  7. additionSaturated aqueous sodium carbonate solution was added
  8. customthe phases were separated
  9. customthe organic phase was dried on sodium sulphate
  10. filtrationThe solution was filtered through activated charcoal
  11. customevaporated down i

출처 및 근거

ORD 기록
ord-2ea77c6c7907431ab0cc0e6ec7971c72
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829006B2

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