Sodium Iodide → HCID 23370065, Verbindung

HRID 1901071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1901071
Br[CH2:2][CH2:3][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.[N+:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29])([O-:22])=[O:21].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O.O>[N+:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29][CH2:2][CH2:3][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)([O-:22])=[O:21]

Komponenten

7

Edukt 4

HCID 5238Sodium IodideHCID 69472-NitrophenolHCID 11430Potassium CarbonateHCID 1900717Phenol, 4-(3-bromopropyl)-2,6-bis(1,1-dimethylethyl)-

Produkt 1

HCID 23370065HCID 23370065, VerbindungAusbeute 74,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 4-(3-bromopropyl)-2,6-di-t-butylphenol (1.20 g), 2-nitrophenol (0.51 g), potassium carbonate (1.01 g) and a catalytic amount of sodium iodide was stirred in dimethylformamide (10 ml) at 60°-70° C. for 1.5 hrs. The reaction solution was poured into water, extracted with ethyl acetate, washed with water and then saturated saline, and dried over anhydrous MgSO4. After distilling off the solvent, the residue was purified by a silica gel column chromatography (hexane:ethyl acetate=10:1) to give 4-[3-(2-nitrophenoxy)propyl]-2,6-di-t-butylphenol (1.05 g, 74%).

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washwashed with water
  3. dry with materialsaturated saline, and dried over anhydrous MgSO4
  4. distillationAfter distilling off the solvent
  5. customthe residue was purified by a silica gel column chromatography (hexane:ethyl acetate=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-a1d008a519fd43189374a7c16e7ebb55
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05576335

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