4-Acetylpyridine → 4-(Bromoacetyl)pyridine hydrobromide

HRID 446792Notes

Reaction equation

HRID 446792 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7](=[O:9])[CH3:8])=[CH:3][CH:2]=1.[Br:10]Br>C(Cl)(Cl)(Cl)Cl>[BrH:10].[Br:10][CH2:8][C:7]([C:4]1[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=1)=[O:9]

Participants

4

Reactant 2

HCID 142824-AcetylpyridineHCID 24408Bromine

Product 1

HCID 27762394-(Bromoacetyl)pyridine hydrobromideYield 783.1%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a stirred solution of 1-(pyridin-4-yl)ethanone (10 g, 0.08 mol) in CCl4 (150 mL), Br2 (3.99 mL, 0.02 mol) was added dropwise at 0° C. The reaction mixture was then refluxed for 1 h, filtered, and dried in vacuo to afford 2-bromo-1-(pyridin-4-yl)ethanone hydro bromide (22 g, 94%) as a solid.

Workup

  1. temperatureThe reaction mixture was then refluxed for 1 h
  2. filtrationfiltered
  3. customdried in vacuo

Sources & evidence

ORD record
ord-e2455dc868eb4c8cb08a8edbb4be47e4
Source dataset
uspto-grants-2013_07
Patent number
US08481534B2

Reaction notes

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