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

HRID 12624

反応式

HRID 12624 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2d289fed0e074cd691f580ff0c9eda52
出典データセット
uspto-grants-2010_06
特許番号
US07728023B2

関連ノート

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