Sulfuric Acid → 1-(o-Aminophenyl)-4-hydroxy-1-butanone

HRID 365968ノート

反応式

HRID 365968 の反応式
[CH:1]1([C:4]([C:6]2[CH:22]=[CH:21][CH:20]=[CH:19][C:7]=2[NH:8]S(C2C=CC(C)=CC=2)(=O)=O)=[O:5])[CH2:3][CH2:2]1.S(=O)(=O)(O)[OH:24].[OH-].[NH4+]>>[NH2:8][C:7]1[CH:19]=[CH:20][CH:21]=[CH:22][C:6]=1[C:4](=[O:5])[CH2:1][CH2:2][CH2:3][OH:24]

参加物

4

反応物 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 232932452'-(Cyclopropylcarbonyl)-p-toluenesulfonanilide

生成物 1

HCID 112061181-(o-Aminophenyl)-4-hydroxy-1-butanone収率 80%

反応条件

温度
90 °C

実験手順

The product of example 2 (1.5 g, 4.7 mmol) is treated with 96% sulfuric acid and heated to 90° C. for 15 minutes. The solution is cooled, adjusted to pH 9 with ammonium hydroxide and extracted with methylene chloride. The combined extracts are concentrated in vacuo to provide 1-(o-aminophenyl)-4-hydroxy-1-butanone (80% yield, mp 58-61° C.). The product is identified by NMR and MS analyses.

後処理

  1. temperatureThe solution is cooled
  2. extractionextracted with methylene chloride
  3. concentrationThe combined extracts are concentrated in vacuo

出典と根拠

ORDレコード
ord-8c713a6fd62f4a74b4bcfd81d73ab546
出典データセット
uspto-grants-2000_10
特許番号
US06127576

反応ノート

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