Indole → 1-(Phenylsulfonyl)-1H-indole

HRID 74588

反応式

HRID 74588 の反応式
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4]1.[C:12]1([S:18](Cl)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.O>C1COCC1.CCOC(C)=O>[C:12]1([S:18]([N:3]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[CH:5]=[CH:4]2)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

7

反応物 4

HCID 798IndoleHCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 24758Sodium hydride

生成物 1

HCID 3150171-(Phenylsulfonyl)-1H-indole

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.89 g (22 mmol) sodium hydride (60%) were added to 2.0 g (17 mmol) indole in 30 mL THF while cooling with an ice bath and the mixture was stirred for 15 min at this temperature. Then 2.2 mL (17 mmol) benzenesulphonic acid chloride were added and stirred overnight at RT. The reaction mixture was combined with water and EtOAc and extracted several times with EtOAc. The combined organic phases were dried on sodium sulphate and evaporated down.

後処理

  1. temperaturewhile cooling with an ice bath
  2. stirringstirred overnight at RT
  3. extractionextracted several times with EtOAc
  4. customThe combined organic phases were dried on sodium sulphate
  5. customevaporated down

出典と根拠

ORDレコード
ord-54723267a08c44ae9c7b22df19a3b48f
出典データセット
uspto-grants-2014_09
特許番号
US08829006B2

関連ノート

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