Reaction #2439924

Reaction equation

3-bromo-5-pyridine-carboxylic acid

H2SO4

EtOH

→

3-bromo-5-pyridine-carboxylic acid ethyl ester

Conditions

Workup

1. 1
   Temperaturewas refluxed for 6 hrs
2. 2
   TemperatureAfter cooling
3. 3
   Otherthe solvent was removed by evaporation in vacuo
4. 4
   workup.ADDITIONThe residue as diluted with H2O (100 ml)
5. 5
   Extractionextracted with ether (4×100 ml)
6. 6
   WashThe combined organic extracts were washed with saturated NaCl
7. 7
   Dryingdried over Na2SO4
8. 8
   FiltrationFiltration and concentration in vacuo of the filtrate

Procedure

A stirred mixture of 3-bromo-5-pyridine-carboxylic acid (10.1 g, 50 mmol) and H2SO4 (1.5 ml) in EtOH (150 ml) was refluxed for 6 hrs. After cooling, the solvent was removed by evaporation in vacuo. The residue as diluted with H2O (100 ml), basified with 5% NaHCO3 (aq) solution and extracted with ether (4×100 ml). The combined organic extracts were washed with saturated NaCl and dried over Na2SO4. Filtration and concentration in vacuo of the filtrate yielded 3-bromo-5-pyridine-carboxylic acid ethyl ester as an oil that solidified on standing: (9.8 g, 85%).

Source