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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
ノート
印刷プレビュー

反応式

HRID 750265 の反応式
[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]
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 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒4 回HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-d3ed62cbaa01469591e40e2ebb28bc3b
出典データセット
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07402595B2

反応ノート

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