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m-Chloroperbenzoic acid → 7-Chloro-6-fluoro-isoquinoline 2-oxide

HRID 402517
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HRID 402517 반응식
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[CH:9]2)=[CH:4][C:3]=1[F:12].ClC1C=CC=C(C(OO)=[O:21])C=1>ClCCl>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N+:8]([O-:21])=[CH:9]2)=[CH:4][C:3]=1[F:12]
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 534189227-Chloro-6-fluoroisoquinoline

생성물 1

HCID 598182547-Chloro-6-fluoro-isoquinoline 2-oxide수율 67.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

25 g (137.7 mmol) of 7-chloro-6-fluoro-isoquinoline (4) were dissolved in 500 ml of dichloromethane. At room temperature, 50.9 g (206.5 mmol) of m-chloro perbenzoic acid (70%) were added and the mixture was stirred at room temperature until complete conversion is achieved. For workup, the precipitate was filtered off and washed with dichloromethane. The filtrate was washed twice with sodium bicarbonate solution. The layers were separated and the aqueous phase was extracted twice with dichloromethane. The organic phases were dried with magnesium sulfate and evaporated. The so obtained solid material (18.4 g) was used without further purification. Rt=0.87 min (Method C). Detected mass: 198.1/200.1 (M+H+).

후처리

  1. filtrationFor workup, the precipitate was filtered off
  2. washwashed with dichloromethane
  3. washThe filtrate was washed twice with sodium bicarbonate solution
  4. customThe layers were separated
  5. extractionthe aqueous phase was extracted twice with dichloromethane
  6. dry with materialThe organic phases were dried with magnesium sulfate
  7. customevaporated

출처 및 근거

ORD 기록
ord-0504ad38eb78440ab965c5ae95bf1b83
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08742116B2

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