Hydrochloric Acid → 2,4-Dichloro-3-ethyl-6-nitrophenol

HRID 846457

Reaktionsgleichung

Reaktionsgleichung von HRID 846457
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[CH2:9][CH3:10].ClC(Cl)C.ClS(O)(=O)=O.[ClH:20].OO.[N+:23]([O-:26])(O)=[O:24]>>[Cl:20][C:4]1[C:3]([CH2:9][CH3:10])=[C:2]([Cl:1])[CH:7]=[C:6]([N+:23]([O-:26])=[O:24])[C:5]=1[OH:8]

Komponenten

7

Edukt 6

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 944Nitric AcidHCID 63651,1-DichloroethaneHCID 24638Chlorosulfonic acidHCID 842234-Chloro-3-ethylphenol

Produkt 1

HCID 70203392,4-Dichloro-3-ethyl-6-nitrophenolAusbeute 78 %

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

In a 1-liter four-necked glass flask is prepared a solution mixture of 100 g of 4-chloro-3-ethylphenol and 350 g of dichloroethane. While the mixture is maintained at a temperature of 35°-45° C., 80 g of chlorosulfonic acid is added dropwise and the mixture is maintained at a temperature of 40°-45° C. for 1 hour. Next, 326 g of a 14.3% hydrochloric acid solution is added, and 68 g of a 35% aqueous hydrogen peroxide solution is added dropwise while maintaining the temperature at 40°-45° C. After the mixture is maintained at the same temperature for 8 hours, it is cooled to 20° C. After the oily layer is separated, the aqueous layer obtained is charged in a 1-liter four-necked glass flask, and 172 g of a 70% nitric acid solution is added dropwise to the aqueous a temperature of 30°-40° C. The liquid becomes turbid and turns yellowish white. The temperature is raised about 15° C. After the addition, the reaction mixture is maintained at the same temperature for 1 hour. The reaction mixture is cooled to 5° C. and filtered. The product is washed with water and dried to give 2,4-dichloro-3-ethyl-6-nitrophenol.

Aufarbeitung

  1. customIn a 1-liter four-necked glass flask is prepared
  2. additionis added dropwise
  3. temperaturethe mixture is maintained at a temperature of 40°-45° C. for 1 hour
  4. temperaturewhile maintaining the temperature at 40°-45° C
  5. temperatureAfter the mixture is maintained at the same temperature for 8 hours
  6. customAfter the oily layer is separated
  7. customthe aqueous layer obtained
  8. additionis charged in a 1-liter four-necked glass flask
  9. temperatureThe temperature is raised about 15° C
  10. additionAfter the addition
  11. temperaturethe reaction mixture is maintained at the same temperature for 1 hour
  12. temperatureThe reaction mixture is cooled to 5° C.
  13. filtrationfiltered
  14. washThe product is washed with water
  15. customdried

Quellen und Nachweise

ORD-Eintrag
ord-04fc6c26748548d3acca97254b854e9c
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05136109

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