Methyl iodide → 1-Acetyl-6-bromo-3,3-dimethylindolin-2-one

HRID 1942534노트

반응식

HRID 1942534 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:13])[CH:11]=2)[CH:6]([CH3:14])[C:5]1=[O:15])(=[O:3])[CH3:2].[H-].[Na+].CI.[CH2:20]1COCC1>O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Br:13])[CH:11]=2)[C:6]([CH3:20])([CH3:14])[C:5]1=[O:15])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 108257591-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one

생성물 1

HCID 108267191-Acetyl-6-bromo-3,3-dimethylindolin-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 1-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one (9.5 g) were added NaH (1.57 g), methyl iodide (2.45 ml) and THF (70 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. This ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and concentrated. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1) to give the title compound (5.2 g) as a colorless crystal.

후처리

  1. temperaturecooling
  2. extractionthe mixture was extracted with ethyl acetate solution
  3. washThis ethyl acetate solution was washed with water
  4. dry with materialan aqueous sodium chloride solution, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1)

출처 및 근거

ORD 기록
ord-6aae1b14ef714dce8814ba9c97231da7
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389511B2

반응 노트

불러오는 중…