Acetic Acid → Methyl [4-bromo-2-methyl-5-(methyloxy)-1h-indol-3-yl]acetate

HRID 12624

반응식

HRID 12624 반응식
C(O)(=O)C.[CH3:5][C:6]1[NH:7][C:8]2[C:13]([C:14]=1[CH2:15][C:16]([O:18][CH3:19])=[O:17])=[CH:12][C:11]([O:20][CH3:21])=[CH:10][CH:9]=2.[Br:22]Br.C(=O)([O-])O.[Na+]>O>[Br:22][C:12]1[C:11]([O:20][CH3:21])=[CH:10][CH:9]=[C:8]2[C:13]=1[C:14]([CH2:15][C:16]([O:18][CH3:19])=[O:17])=[C:6]([CH3:5])[NH:7]2

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 24408BromineHCID 82067methyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetateHCID 516892Sodium Bicarbonate

생성물 1

HCID 91304785Methyl [4-bromo-2-methyl-5-(methyloxy)-1h-indol-3-yl]acetate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To an acetic acid (12 mL) solution of methyl [2-methyl-5-(methyloxy)-1H-indol-3-yl]acetate (300 mg), bromine (206 mg) was added and the mixture was stirred at room temperature for one hour. To the reaction mixture, water and an aqueous saturated sodium hydrogen carbonate solution were added, followed by extraction with ethyl acetate. The organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution, water and saturated saline, dried over anhydrous sodium sulfate and then concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=65:35→60:40) to obtain the titled compound having the following physical properties (134 mg).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed in turn with an aqueous saturated sodium hydrogen carbonate solution, water and saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=65:35→60:40)

출처 및 근거

ORD 기록
ord-2d289fed0e074cd691f580ff0c9eda52
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728023B2

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