Bromine → HCID 86657727, compound

HRID 1843734Notes

Reaction equation

HRID 1843734 reaction equation
[CH3:1][C:2]1[C:7]([C:8](=[O:10])[CH3:9])=[C:6]([CH3:11])[CH:5]=[C:4]([CH3:12])[N:3]=1.[Br:13]Br>Br.C(O)(=O)C>[BrH:13].[Br:13][CH2:9][C:8]([C:7]1[C:2]([CH3:1])=[N:3][C:4]([CH3:12])=[CH:5][C:6]=1[CH3:11])=[O:10]

Participants

5

Reactant 2

HCID 24408BromineHCID 2681243-Acetyl-2,4,6-trimethylpyridine

Product 1

HCID 86657727HCID 86657727, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 260Hydrogen BromideSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 1-(2,4,6-trimethylpyridin-3-yl)ethanone (5.0 g, 30.6 mmol) in 33% HBr in acetic acid solution (10.2 mL) was added bromine (1.57 ml, 30.6 mmol) in acetic acid (10.2 mL) dropwisely. The reaction was stirred at 70° C. for 2.0 h. The solution was cooled to room temperature and washed with ether. The residue was dried under reduced pressure to give 2-bromo-1-(2,4,6-trimethylpyridin-3-yl)ethanone hydrobromide, which was used directly for the next step without further purification.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. washwashed with ether
  3. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-672a287d3e65443c9d4ed46663c5f559
Source dataset
uspto-grants-2015_02
Patent number
US08946268B2

Reaction notes

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