Ethanol → Ethyl 5-methoxyindole-2-carboxylate

HRID 131640

反応式

HRID 131640 の反応式
S(Cl)(Cl)=O.[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([C:16]([OH:18])=[O:17])=[CH:10]2.[CH2:19](O)[CH3:20]>>[CH3:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10]2

参加物

4

反応物 3

HCID 702EthanolHCID 204015-Methoxyindole-2-carboxylic acidHCID 24386Thionyl Chloride

生成物 1

HCID 20926Ethyl 5-methoxyindole-2-carboxylate

実験手順

1.91 ml (26.15 mmol) of thionyl chloride are added dropwise with stirring at 0° C. to a solution of 1 g (5.23 mmol) of 5-methoxy-1H-indole-2-carboxylic acid in 52 ml of ethanol. The reaction mixture is heated at reflux for 2 hours and then it is cooled and concentrated under reduced pressure. The residue is taken up in 100 ml of ethyl acetate and this solution is washed with two times 50 ml of water and then with 50 ml of a saturated sodium chloride solution. The solution is dried over magnesium sulfate and filtered, and then the filtrate is concentrated under reduced pressure. 1.2 g of product are obtained, which product is used as is in the following stage.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 2 hours
  3. temperatureit is cooled
  4. concentrationconcentrated under reduced pressure
  5. washthis solution is washed with two times 50 ml of water
  6. dry with materialThe solution is dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationthe filtrate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-3ac5f0b55df74141adc979b89387f066
出典データセット
uspto-grants-2008_06
特許番号
US07384969B2

関連ノート

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