Reaktion #325875

Reaktionsgleichung

sulfuric acid

Sodium nitrate

2-Bromo-phenol

→

2-bromo-6-nitro-phenol

Ausbeute 42.8%

Lösungsmittel

water

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas kept below 25° C
2. 2
   WaschenThe mixture was washed with water and saturated brine
3. 3
   Trocknendried over anhydrous magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenthe filtrate was concentrated under reduced pressure
6. 6
   SonstigeThe resulting residue was purified by silica gel column chromatography

Vorschrift

A solution of 60 mL of concentrated sulfuric acid diluted with 186 mL of water was cooled to room temperature. Sodium nitrate (79.2 g, 0.93 mol) was added to the solution. 2-Bromo-phenol 1a (60 mL, 0.52 mol) was added dropwise at such a rate that the reaction temperature was kept below 25° C. The reaction mixture was stirred at room temperature for 2 hours. The precipitate was dissolved in 320 mL of ethyl acetate. The mixture was washed with water and saturated brine, dried over anhydrous magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound 2-bromo-6-nitro-phenol 1b (48.2 g, yield 42.8%) as a yellow solid.

Quelle