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

HRID 21088

반응식

HRID 21088 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 684910457-Amino-4-bromo-3-hydroxyisoindolinone수율 72.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-07fff94954834be4b0ddba67b532291f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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