Water → 7-Amino-4-bromo-3-hydroxyisoindolinone

HRID 21088

反応式

HRID 21088 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([Br:13])=[C:4]2[C:5]([NH:7][C:8](=[O:9])[C:3]=12)=[O:6].[H-].C([Al+]CC(C)C)C(C)C.O>C1COCC1>[NH2:1][C:2]1[CH:12]=[CH:11][C:10]([Br:13])=[C:4]2[C:3]=1[C:8](=[O:9])[NH:7][CH:5]2[OH:6]

参加物

5

反応物 3

HCID 962WaterHCID 21225700DiisobutylaluminumhydrideHCID 684890894-amino-7-bromo-2,3-dihydro-1H-isoindole-1,3-dione

生成物 1

HCID 684910457-Amino-4-bromo-3-hydroxyisoindolinone収率 72.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-Amino-6-bromophthalimide (3.10 g, 12.9 mmol) was dissolved in THF (240 mL), and the solution was added with diisobutylaluminiumhydride (0.94 mol/L, 68.6 mL, 64.5 mmol) by drops at −78° C. for 25 minutes, then the reaction mixture was warmed to room temperature, followed by stirring for 1.5 hours. Then, the reaction mixture was ice-cooled, added with water and filtered using Celite. The filtrate was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by slurry using chloroform to obtain 7-amino-4-bromo-3-hydroxyisoindolinone (2.26 g, yield 72%).

後処理

  1. temperaturecooled
  2. filtrationfiltered
  3. extractionThe filtrate was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customThe residue was purified by slurry

出典と根拠

ORDレコード
ord-07fff94954834be4b0ddba67b532291f
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

関連ノート

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