Sodium Hydroxide → 3-(3,5-DI-Tert-butyl-4-hydroxy-benzyl)-pentane-2,4-dione

HRID 1263347Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1263347
CN([CH2:4][C:5]1[CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]([OH:15])=[C:7]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:6]=1)C.[OH-].[Na+].[C:22]([CH2:25][C:26](=[O:28])[CH3:27])(=[O:24])[CH3:23].C(C1C=C(C(C(=O)C)C(=O)C)C=C(C(C)(C)C)C=1O)(C)(C)C>>[C:16]([C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[C:8]=1[OH:15])[CH2:4][CH:25]([C:26](=[O:28])[CH3:27])[C:22](=[O:24])[CH3:23])([CH3:19])([CH3:18])[CH3:17]

Komponenten

5

Edukt 4

HCID 14798Sodium HydroxideHCID 31261AcetylacetoneHCID 66609Phenol, 4-[(dimethylamino)methyl]-2,6-bis(1,1-dimethylethyl)-HCID 204555253-(3,5-Di-tert-butyl-4-hydroxyphenyl)pentane-2,4-dione

Produkt 1

HCID 9144013-(3,5-DI-Tert-butyl-4-hydroxy-benzyl)-pentane-2,4-dione

Versuchsvorschrift

A mixture of N,N-dimethyl-2,6-di-t-butyl-4-aminomethylphenol (2.63 g, 10 mmols), sodium hydroxide (0.6 g, 15 mmols) and acetylacetone (24 mmols, 10% solution) was refluxed for 3 hours in a glass reaction vessel. Acetylacetone was distilled under reduced pressure to afford an oily residue containing 3-(3',5'-di-t-butyl-4'-hydroxyphenyl)-2,4-pentanedione (80% by VPC). Crystallization from ethanol:water afforded a single crop of 3-(3',5'-di-t-butyl-4'-hydroxybenzyl)-2,4-pentanedione (65%, overall yield, 97% pure).

Aufarbeitung

  1. temperaturewas refluxed for 3 hours in a glass reaction vessel
  2. distillationAcetylacetone was distilled under reduced pressure
  3. customto afford an oily residue
  4. customCrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d3f3aa5e645b4bd88c9e8b66867093a9
Quelldatensatz
uspto-grants-1984_06
Patentnummer
US04456770

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