Reaktion #671995

Reaktionsgleichung

2-bromo-6-nitrotoluene

mesitylboric acid

barium hydroxide octahydrate

→

title compound

Ausbeute 92.9%

1-Mesityl-2-methyl-1-nitrobenzene

Ausbeute 92.9%

Lösungsmittel

2,2-dimethoxyethane

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturunder reflux for six hours
2. 2
   FiltrationThe mixture was filtered through Celite
3. 3
   workup.ADDITIONthe filtrate was diluted with ethyl acetate
4. 4
   Waschenwashed with brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe residue was purified by silica gel column chromatography (0-1% ethyl acetate/hexane)

Vorschrift

A solution of 2-bromo-6-nitrotoluene (10.0 g, 46 mmol), mesitylboric acid (8.3 g, 51 mmol), Pd(PPh3)4 (2.7 g, 2.31 mmol) and barium hydroxide octahydrate (21.9 g, 69 mmol) in 2,2-dimethoxyethane (300 mL) and water (50 mL) was heated under reflux for six hours. The mixture was filtered through Celite, and the filtrate was diluted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (0-1% ethyl acetate/hexane), to give the title compound (11.0 g) as white crystals.

Quelle