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2-benzyl-6-bromo-3-(1-hydroxyethyl)-4-phenyl-2H-isoquinolin-1-one → 3-acetyl-2-benzyl-6-bromo-4-phenyl-2H-isoquinolin-1-one

HRID 750265
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인쇄 미리보기

반응식

HRID 750265 반응식
[CH2:1]([N:8]1[C:17]([CH:18]([OH:20])[CH3:19])=[C:16]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Br:27])[CH:14]=2)[C:9]1=[O:28])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.[O-2].[Mn+4].[O-2]>[C:18]([C:17]1[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9](=[O:28])[C:10]2[C:15]([C:16]=1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[CH:14][C:13]([Br:27])=[CH:12][CH:11]=2)(=[O:20])[CH3:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 230610042-benzyl-6-bromo-3-(1-hydroxyethyl)-4-phenyl-2H-isoquinolin-1-one

생성물 1

HCID 230606723-acetyl-2-benzyl-6-bromo-4-phenyl-2H-isoquinolin-1-one수율 60.3%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매4회HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-benzyl-6-bromo-3-(1-hydroxyethyl)-4-phenyl-2H-isoquinolin-1-one (250 mg) in THF (5 ml) was added manganese(IV) oxide (500 mg), and the mixture was heated under reflux for 1 hr. To the reaction mixture was add manganese(IV) oxide (500 mg) and the mixture was heated under reflux for 1 hr, manganese(IV) oxide (500 mg) was added and the mixture was heated under reflux for 1 hr, and manganese(IV) oxide (500 mg) was added and the mixture was heated under reflux for 12 hrs. The reaction mixture was filtered and the filtrate was concentrated. The obtained residue was purified by silica gel column chromatography (hexane-hexane:ethyl acetate=8:1) and recrystallized (ethyl acetate-hexane) to give the title compound (150 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for 1 hr
  5. temperaturethe mixture was heated
  6. temperatureunder reflux for 1 hr
  7. temperaturethe mixture was heated
  8. temperatureunder reflux for 12 hrs
  9. filtrationThe reaction mixture was filtered
  10. concentrationthe filtrate was concentrated
  11. customThe obtained residue was purified by silica gel column chromatography (hexane-hexane:ethyl acetate=8:1)
  12. customrecrystallized (ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-d3ed62cbaa01469591e40e2ebb28bc3b
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07402595B2

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