O-Xylene → 1-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one

HRID 1942533노트

반응식

HRID 1942533 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]([CH3:12])[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.[C:13](OC(=O)C)(=[O:15])[CH3:14].C1(C)C(C)=CC=CC=1>O>[C:13]([N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([Br:1])[CH:10]=2)[CH:6]([CH3:12])[C:7]1=[O:11])(=[O:15])[CH3:14]

참가 물질

5

반응물 3

HCID 7237O-XyleneHCID 7918Acetic AnhydrideHCID 2803186-bromo-3-methyl-2,3-dihydro-1H-indol-2-one

생성물 1

HCID 108257591-acetyl-6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 6-bromo-3-methyl-1,3-dihydro-2H-indol-2-one (11.2 g) were added acetic anhydride (12 ml) and xylene (120 ml), and the mixture was refluxed for 5 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 successively with water, a saturated aqueous sodium hydrogen carbonate solution 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 (9.5 g) as a red solid.

후처리

  1. temperaturethe mixture was refluxed for 5 hours
  2. extractionthe mixture was extracted with ethyl acetate solution
  3. washThis ethyl acetate solution was washed successively with water
  4. dry with materiala saturated aqueous sodium hydrogen carbonate solution and an 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-c0aab954eea64d7d89a04692eb117165
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389511B2

반응 노트

불러오는 중…