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

HRID 365968

Reaktionsgleichung

Reaktionsgleichung von HRID 365968
[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]

Komponenten

4

Edukt 3

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

Produkt 1

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

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-8c713a6fd62f4a74b4bcfd81d73ab546
Quelldatensatz
uspto-grants-2000_10
Patentnummer
US06127576

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