Bromine → Ethyl bromo(pyridin-2-yl)acetate

HRID 1488894Notes

Reaction equation

HRID 1488894 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[CH3:2].[Br:13]Br>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:12])[CH:5]([Br:13])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]=1)[CH3:2]

Participants

4

Conditions

Temperature
0 °C

Procedure

16.52 g (100 mmol) of 2-pyridylacetic acid ethyl ester is dissolved in 50 ml of carbon tetrachloride. It is cooled to 0° C. and 15.98 g (100 mmol) of bromine, dissolved in 15 ml of carbon tetrachloride, is then instilled in it within 30 minutes. Then, it is allowed to react for one more hour at 25° C. The bromine coloring fades away. It is concentrated by evaporation in a vacuum and the hydrobromide of the title compound is obtained. The free compound is obtained by extraction of ether from the aqueous solution after adding sodium bicarbonate.

Workup

  1. customto react for one more hour at 25° C
  2. concentrationIt is concentrated by evaporation in a vacuum

Sources & evidence

ORD record
ord-74bdae752fb84b049192b5514c39e4c4
Source dataset
uspto-grants-1997_10
Patent number
US05676923

Reaction notes

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