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Ammonium Chloride → 3-acetyl-6-bromo-2-[4-(1-hydroxy-1-methylethyl)benzyl]-4-phenyl-2H-isoquinolin-1-one

HRID 750324
ノート
印刷プレビュー

反応式

HRID 750324 の反応式
[C:1]([C:4]1[N:5]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([C:29](=[O:31])[CH3:30])=[CH:25][CH:24]=2)[C:6](=[O:21])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[CH:11][C:10]([Br:20])=[CH:9][CH:8]=2)(=[O:3])[CH3:2].[CH3:32][Mg]Br.[Cl-].[NH4+]>C1COCC1>[C:1]([C:4]1[N:5]([CH2:22][C:23]2[CH:24]=[CH:25][C:26]([C:29]([OH:31])([CH3:32])[CH3:30])=[CH:27][CH:28]=2)[C:6](=[O:21])[C:7]2[C:12]([C:13]=1[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[CH:11][C:10]([Br:20])=[CH:9][CH:8]=2)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 230609443-acetyl-2-(4-acetylbenzyl)-6-bromo-4-phenyl-2H-isoquinolin-1-oneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 230609083-acetyl-6-bromo-2-[4-(1-hydroxy-1-methylethyl)benzyl]-4-phenyl-2H-isoquinolin-1-one収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 3-acetyl-2-(4-acetylbenzyl)-6-bromo-4-phenyl-2H-isoquinolin-1-one (297 mg) in THF (10 ml) was added methyl magnesium bromide (1M tetrahydrofuran solution, 1.89 ml) under ice-cooling and the mixture was stirred under ice-cooling for 1 hr. The reaction solution was poured into saturated aqueous ammonium chloride solution, extracted with ethyl acetate, washed with brine and dried by adding sodium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=9/1→3/2) to give the title compound (258 mg, 83%).

後処理

  1. temperaturecooling
  2. temperaturecooling for 1 hr
  3. extractionextracted with ethyl acetate
  4. washwashed with brine
  5. customdried
  6. additionby adding sodium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=9/1→3/2)

出典と根拠

ORDレコード
ord-57840030b115461eb9cb1d84d5e654a4
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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