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

HRID 2060366노트

반응식

HRID 2060366 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 581282867-Bromo-1-chloroisoquinoline 2-oxide수율 35%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-54cf877fe4fa455195b05d7d9d370657
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08278322B2

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