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

HRID 248494

反応式

HRID 248494 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-3dcfc7d0edb84b4c8073d9f8123bacf1
出典データセット
uspto-grants-1993_05
特許番号
US05210193

関連ノート

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