Hydrogen Bromide → 2-Bromo-1-(pyridin-4-yl)ethanone

HRID 1828453Notes

Reaction equation

HRID 1828453 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BrH:10].BrBr>C(O)(=O)C>[Br:10][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)=[O:3]

Participants

5

Procedure

4-Acetylpyridine (3.62 g, 29.9 mmol) was added with acetic acid (30 ml) and 47% hydrobromic acid (5.3 ml) at room temperature, subsequently added dropwise with bromine (1.6 ml in total) four times at an interval of 5 minutes, stirred at room temperature for 2 hours and 30 minutes. The mixture was further added with bromine (1.6 ml), and stirred at room temperature for 20 hours. The reaction solution was filtered, and the resulting crystals were washed with diethyl ether and dried to obtain 12.43 g of the title compound as a salt of hydrogen bromide in the form of orange crystals without purification.

Workup

  1. stirringstirred at room temperature for 20 hours
  2. filtrationThe reaction solution was filtered
  3. washthe resulting crystals were washed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-f675f5a41e374bab99154884b6223bf6
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

Loading…