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

HRID 402517
ノート
印刷プレビュー

反応式

HRID 402517 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 598182547-Chloro-6-fluoro-isoquinoline 2-oxide収率 67.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-0504ad38eb78440ab965c5ae95bf1b83
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08742116B2

反応ノート

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