Salicylic Acid → 2,4-Di-tert-butylphenol

HRID 731126Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 731126
[C:1]([C:5]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:11]=[C:7](C(O)=O)[C:6]=1[OH:18])([CH3:4])([CH3:3])[CH3:2].C(O)(=O)C1C(=CC=CC=1)O>C(C1C=C(C(C)(C)C)C=C(C([O-])=O)C=1O)(C)(C)C.[Zn+2].C(C1C=C(C(C)(C)C)C=C(C([O-])=O)C=1O)(C)(C)C.[Zn]>[C:1]([C:5]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:11]=[CH:7][C:6]=1[OH:18])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 338Salicylic AcidHCID 882083,5-Bis(1,1-dimethylethyl)-2-hydroxybenzoic acid3×

Produkt 1

HCID 73112,4-Di-tert-butylphenol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 131879255Bis[3,5-di-tert-butyl-2-(hydroxy-kappaO)benzoato-kappaO]zincKatalysator

Versuchsvorschrift

Referring to 3,5-di-tert-butylsalicylic acid as an example salicylic acid derivative, it is possible to selectively synthesize zinc 3,5-di-tert-butylsalicylate by adding drop by drop a solution containing a zinc provider to a solution of 3,5-di-tert-butylsalicylic acid in alkali to cause the reaction. For example, a sufficient amount of an alkaline aqueous solution is added to 2 mol of 3,5-di-tert-butylsalicylic acid (produced from the starting material 2,4-di-tert-butylphenol by the Kolbe-Schmitt reaction) and dissolved with heating. Separately, an aqueous solution incorporating 1 mol of a zinc provider is prepared. While heating this aqueous solution, the aforementioned aqueous solution of 3,5-di-tert-butylsalicylic acid is added drop by drop, and the reaction is carried out with heating and pH adjustment; after completion of the reaction, the reaction mixture is filtered and the cake filtered off is washed with water and dried. Examples of zinc providers include, but are not limited to, zinc sulfate, zinc chloride and zinc acetate.

Aufarbeitung

  1. additionby adding drop by drop a solution
  2. customthe reaction

Quellen und Nachweise

ORD-Eintrag
ord-1aa10f343f714ae19b3e952762c4c233
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582787B2

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