Reaktion #573132

Reaktionsgleichung

HCl

sodium hydroxide

1,3-dinitrobenzene

2,6-di-t-butylphenol

→

2,6-di-t-butyl-4-(2',4'-dinitrophenyl)phenol

Ausbeute 40.5%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe resulting aqueous mixture was extracted with three 10 mL portions of diethyl ether
2. 2
   Trocknendried over magnesium sulfate
3. 3
   Einengenconcentrated
4. 4
   SonstigePurification of the residue
5. 5
   Sonstigeby preparative thin layer chromatography (PTLC) and crystallization

Vorschrift

A mixture of 30 mg (0.75 mmol) of powdered sodium hydroxide, 100 mg (0.59 mmol) of 1,3-dinitrobenzene, 155 mg (0.75 mmol) of 2,6-di-t-butylphenol, and 1.0 mL of dimethylsulfoxide was heated at 80° C. for one hour and poured into 10 mL of 1N HCl, and the resulting aqueous mixture was extracted with three 10 mL portions of diethyl ether. The ether layers were combined, dried over magnesium sulfate, and concentrated. Purification of the residue by preparative thin layer chromatography (PTLC) and crystallization afforded 89 mg (40% yield) of 2,6-di-t-butyl-4-(2',4'-dinitrophenyl)phenol.

Quelle