m-Chloroperbenzoic acid → 7-Bromo-1-chloroisoquinoline 2-oxide

HRID 2060366ノート

反応式

HRID 2060366 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[Cl:12])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:21])C=1>C(Cl)Cl>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N+:8]([O-:21])=[C:9]2[Cl:12])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 65020247-Bromo-1-Chloroisoquinoline

生成物 1

HCID 581282867-Bromo-1-chloroisoquinoline 2-oxide収率 35%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 7-bromo-1-chloroisoquinoline (4.0 g, 15.8 mmol) in DCM (100 mL) at 0° C. was added mCPBA (˜77%, 7.46 g, 33.3 mmol). The reaction was allowed to stir at room temperature for 24 hours, diluted with DCM (100 mL) and washed with 1N NaOH and brine. The DCM extracts were dried over Na2SO4, filtered, concentrated and chromatographed on silica eluting with 5 to 15% acetone/DCM to give the title compound (1.43 g). LRMS (M+H)+=258.0.

後処理

  1. washwashed with 1N NaOH and brine
  2. dry with materialThe DCM extracts were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed on silica eluting with 5 to 15% acetone/DCM

出典と根拠

ORDレコード
ord-54cf877fe4fa455195b05d7d9d370657
出典データセット
uspto-grants-2012_10
特許番号
US08278322B2

反応ノート

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