Chlorohydroquinone → 3-Chloro-4-dodecyloxyphenol

HRID 1650639

Reaktionsgleichung

Reaktionsgleichung von HRID 1650639
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[Cl:9].[OH-].[Na+].[CH2:12](Br)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].Cl>C(O)C>[CH2:23]([O:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[Cl:9])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Komponenten

6

Edukt 4

HCID 301ChlorohydroquinoneHCID 313Hydrochloric AcidHCID 89191-BromododecaneHCID 14798Sodium Hydroxide

Produkt 1

HCID 190141573-Chloro-4-dodecyloxyphenolAusbeute 16 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In ethanol was dissolved 5.0 g of 4-hydroxy-3-chlorophenol, and an aqueous solution of 1.38 g of sodium hydroxide and 8.6 g of n-dodecyl bromide were added to the solution under reflux in a nitrogen atmosphere. The mixture was refluxed for 6 hours and cooled, and the thus-obtained solution was put into a 1N aqueous solution of hydrochloric acid and extracted with chloroform. The extract was washed with a saturated aqueous solution of sodium chloride, dehydrated on anhydrous magnesium sulfate and concentrated. The concentrate was purified by using a silica gel column to obtain 1.73 g of 4-dodecyloxy-3-chlorophenol.

Aufarbeitung

  1. temperatureunder reflux in a nitrogen atmosphere
  2. temperatureThe mixture was refluxed for 6 hours
  3. temperaturecooled
  4. extractionextracted with chloroform
  5. washThe extract was washed with a saturated aqueous solution of sodium chloride
  6. concentrationconcentrated
  7. customThe concentrate was purified

Quellen und Nachweise

ORD-Eintrag
ord-f4d3d40ff47046e689072709ffbbc7fd
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04925591

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