Benzenesulfonyl chloride → 1H-Indole, 3-acetyl-1-(phenylsulfonyl)-

HRID 2165643

反応式

HRID 2165643 の反応式
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2].[OH-].[K+].[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Cl-].[NH4+]>CS(C)=O.O>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([S:21]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:23])=[O:22])[CH:5]=1)(=[O:3])[CH3:2]

参加物

7

反応物 4

HCID 7369Benzenesulfonyl chlorideHCID 128023-AcetylindoleHCID 14797Potassium HydroxideHCID 25517Ammonium Chloride

生成物 1

HCID 8485351H-Indole, 3-acetyl-1-(phenylsulfonyl)-

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

To a solution of 41.39 g of 3-acetyl indole in 300 ml of dimethyl sulfoxide at 0° C. was added a solution of 18.6 g of potassium hydroxide in 20 ml of water. This mixture was stirred at 0° C. for 2 hours, then 47.6 ml of benzenesulfonyl chloride was added dropwise over 40 minutes. The mixture was stirred for an additional 30 minutes, then poured into aqueous ammonium chloride and extracted several times with ether. The ether extracts were combined, washed with water, dried and evaporated, giving 59.8 g of 3-acetyl-N-phenylsulfonyl indole.

後処理

  1. stirringThe mixture was stirred for an additional 30 minutes
  2. extractionextracted several times with ether
  3. washwashed with water
  4. customdried
  5. customevaporated

出典と根拠

ORDレコード
ord-2b93cceae6c045508a234743f73a4884
出典データセット
uspto-grants-1990_07
特許番号
US04940710

関連ノート

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