Hydrochloric Acid → 3-(5-Chlorobenzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid

HRID 1779526

Reaktionsgleichung

Reaktionsgleichung von HRID 1779526
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]2=[N:6][N:7]([C:9]3[CH:10]=[C:11]([CH2:20][CH2:21][C:22]([O:24]CCCCCCCC)=[O:23])[CH:12]=[C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])[C:14]=3[OH:15])[N:8]=[C:4]2[CH:3]=1.[OH-].[Na+].Cl>CC(C)=O>[Cl:1][C:2]1[CH:34]=[CH:33][C:5]2=[N:6][N:7]([C:9]3[CH:10]=[C:11]([CH2:20][CH2:21][C:22]([OH:24])=[O:23])[CH:12]=[C:13]([C:16]([CH3:17])([CH3:18])[CH3:19])[C:14]=3[OH:15])[N:8]=[C:4]2[CH:3]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 174297Octyl 5-tert-butyl-3-(5-chloro-2H-benzotriazole-2-yl)-4-hydroxybenzenepropionate

Produkt 1

HCID 180087183-(5-Chlorobenzotriazol-2-yl)-5-tert-butyl-4-hydroxyhydrocinnamic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

225 g (0.46 mol) of octyl 3-(5-chloro-2H-benzotriazole-2-yl)-5-(1,1-dimethylethyl)-4-hydroxy-benzene propanate manufactured by CIBA GEIGY INC. under the trade name of "TINUVIN 109" were dissolved in 700 ml of acetone. To the resulting solution were added 600 ml of a 2N aqueous solution of sodium hydroxide followed by agitation at room temperature for 24 hours. Then, 650 ml of a 2N aqueous solution of hydrochloric acid was added to give an acidic solution and an insolubilized product was filtered off and rinsed with distilled water until the filtrate turned neutral. After vacuum-drying the product, it was recrystallized from toluene to give 3-(5-chloro-2H-benzotriazol-2-yl)-5-(1,1-dimethylethyl)-4-hydroxy benzene propanoic acid, referred to hereinafter as a precursor (3).

Aufarbeitung

  1. customto give an acidic solution
  2. filtrationan insolubilized product was filtered off
  3. washrinsed with distilled water until the filtrate
  4. customAfter vacuum-drying the product, it
  5. customwas recrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-7ef518848a16424689b5cada6f21f11a
Quelldatensatz
uspto-grants-1997_05
Patentnummer
US05627227

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