Citric Acid → HCID 58306933、化合物

HRID 1909872ノート

反応式

HRID 1909872 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([OH:13])=[O:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:14](=O)([O-])[O-].[K+].[K+].CI.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CN(C=O)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([C:11]([O:13][CH3:14])=[O:12])[CH:10]=1)[NH:7][CH:6]=[CH:5]2

参加物

6

反応物 4

HCID 311Citric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 668683615-Methyl-1H-indole-7-carboxylic acid

生成物 1

HCID 58306933HCID 58306933、化合物収率 101%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To 5-methyl-1H-indole-7-carboxylic acid (1.1 g), potassium carbonate (1.3 g) was added DMF (22 mL), and then methyl iodide (1.3 mL) was added thereto under ice-cooling. After stirring at room temperature overnight, the reaction mixture was adjusted to pH 3 by adding a 10% aqueous citric acid solution. The mixture was extracted with ethyl acetate, and the obtained organic layer was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate: 95/5-85/15) to obtain methyl 5-methyl-1H-indole-7-carboxylate (1.2 g).

後処理

  1. temperatureunder ice-cooling
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe obtained organic layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate: 95/5-85/15)

出典と根拠

ORDレコード
ord-6ad38718b25f4330b317955d67e6b880
出典データセット
uspto-grants-2013_12
特許番号
US08598355B2

反応ノート

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