Sodium Hydroxide → (2-tert-butylphenyl)(1H-imidazol-2-yl)phenylmethanol

HRID 261953Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 261953
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:13]1[N:14](C=C)[CH:15]=[CH:16][N:17]=1)[OH:12])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].[Mn]([O-])(=O)(=O)=O.[K+].[Mn]([O-])(=O)(=O)=O>N1C=CC=CC=1>[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([C:13]1[NH:14][CH:15]=[CH:16][N:17]=1)[OH:12])([CH3:4])([CH3:2])[CH3:3]

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 24401PermanganateHCID 516875Potassium Permanganate2×HCID 12433926alpha-(o-Tert.-butylphenyl)-alpha-phenyl-1-vinylimidazole-2-methanol

Produkt 1

HCID 12433846(2-tert-butylphenyl)(1H-imidazol-2-yl)phenylmethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 10.0 g. (0.03 mol) of α-(o-tert.-butylphenyl)-α-phenyl-1-vinylimidazole-2-methanol in 180 ml. of pyridine and 180 ml. of 0.5 N methanolic sodium hydroxide, 360 ml. of a 4% aqueous potassium permanganate solution were added drop-wise at 20° to 30° C. After the addition was completed, 4.8 g. of solid potassium permanganate were added (total permanganate 0.12 mol). The manganese dioxide was filtered off. The filtrate was treated with active charcoal, concentrated almost to complete dryness and poured into water. The solid substance was filtered off, dissolved in warm acetone, decolorised with active charcoal and precipitated by addition of water. The precipitate was recrystallised from a mixture of acetone and water. α-(o-tert.-Butylphenyl)-α-phenylimidazole-2-methanol was obtained. Melting point 185°-186° C.

Aufarbeitung

  1. additionAfter the addition
  2. filtrationThe manganese dioxide was filtered off
  3. additionThe filtrate was treated with active charcoal
  4. concentrationconcentrated almost to complete dryness
  5. additionpoured into water
  6. filtrationThe solid substance was filtered off
  7. dissolutiondissolved in warm acetone
  8. customprecipitated by addition of water
  9. customThe precipitate was recrystallised from a mixture of acetone and water

Quellen und Nachweise

ORD-Eintrag
ord-6e33305add3a48208c16a1a02deff329
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04152441

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