Reaktion #1124313

Reaktionsgleichung

3-bromo-4-(methoxycarbonyl)benzoic acid

SOCl2

MeOH

→

dimethyl 2-bromoterephthalate

Ausbeute 98.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter the addition completion, the reaction mixture was refluxed for 5 h
2. 2
   SonstigeThen MeOH was removed
3. 3
   workup.ADDITIONwater was added
4. 4
   ExtraktionIt was extracted with EA
5. 5
   Waschenthe organic layer was washed with aqueous sodium bicarbonate solution, brine
6. 6
   Trocknendried over Na2SO4
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 3-bromo-4-(methoxycarbonyl)benzoic acid (3.0 g, 11.6 mmol) in MeOH (50 mL) was slowly added SOCl2 (2.76 g, 23.2 mmol) dropwise. After the addition completion, the reaction mixture was refluxed for 5 h. Then MeOH was removed and water was added. It was extracted with EA and the organic layer was washed with aqueous sodium bicarbonate solution, brine, dried over Na2SO4, filtered and concentrated under reduced pressure to give dimethyl 2-bromoterephthalate (3.1 g, yield 98%) as a white solid. It was used without further purification in the next step.

Quelle