Benzenesulfonyl chloride → 1H-Indole-5-carboxylic acid, 1-(phenylsulfonyl)-, methyl ester

HRID 84178

反応式

HRID 84178 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12][CH3:13])=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[OH-].[K+].[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl>[CH3:13][O:12][C:10]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[N:1]([S:22]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)(=[O:24])=[O:23])[CH:2]=[CH:3]2)=[O:11]

参加物

5

反応物 3

HCID 7369Benzenesulfonyl chlorideHCID 14797Potassium HydroxideHCID 2737635methyl 1H-indole-5-carboxylate

生成物 1

HCID 575174331H-Indole-5-carboxylic acid, 1-(phenylsulfonyl)-, methyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

After a suspension of methyl indole-5-carboxylate (1) (0.30 g, 1.71 mmol), TB AHS (0.19 g, 0.26 mmol) and KOH (0.19 g, 3.42 mmol) in CH2Cl2 (15 mL) was stirred for 20 min, benzenesulfonyl chloride (0.32 ml, 2.57 mmol) was added. The reaction mixture was stirred at room temperature overnight before it was quenched with water and extracted with CH2Cl2 (20 mL×3). The combined organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure to give a yellow residue.

後処理

  1. stirringThe reaction mixture was stirred at room temperature overnight before it
  2. customwas quenched with water
  3. extractionextracted with CH2Cl2 (20 mL×3)
  4. dry with materialThe combined organic layer was dried over anhydrous MgSO4
  5. concentrationconcentrated under reduced pressure
  6. customto give a yellow residue

出典と根拠

ORDレコード
ord-109b10c8a30f45ad98f0915e1c6d9527
出典データセット
uspto-grants-2014_09
特許番号
US08846748B2

関連ノート

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