Hydrochloric Acid → Methyl 5-(methylsulfonyl)-1H-indole-2-carboxylate

HRID 1814096ノート

反応式

HRID 1814096 の反応式
[CH3:1][O:2][C:3]([C:5]1[N:6](S(C2C=CC=CC=2)(=O)=O)[C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][CH:8]=2)=[O:4].O1CCCC1.[OH-].[K+].Cl>CO>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][CH:8]=2)=[O:4]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 684443721-Benzenesulfonyl-5-methanesulfonylindole-2-carboxylic acid methyl ester

生成物 1

HCID 735868Methyl 5-(methylsulfonyl)-1H-indole-2-carboxylate収率 97.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a mixture of the resulting 1-benzenesulfonyl-5-methanesulfonylindole-2-carboxylic acid methyl ester (3.5 g), tetrahydrofuran (45 ml) and methanol (12 ml), potassium hydroxide (0.79 g) was added at 0° C. and the mixture was stirred at the same temperature for 3 hours. 2N hydrochloric acid was added, and the mixture was extracted with dichloromethane. The organic layer was washed with water and dried over sodium sulfate. The solvent was distilled off under reduced pressure to obtain 2.2 g of a white amorphous 5-methanesulfonylindole-2-carboxylic acid methyl ester as a crude product.

後処理

  1. additionwas added at 0° C.
  2. extractionthe mixture was extracted with dichloromethane
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-e8ea5b0d15dd407ebcdc1991887b3031
出典データセット
uspto-grants-2005_04
特許番号
US06875770B2

反応ノート

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