Hydrogen Bromide → 2-Bromo-1-(4-methylpyridin-3-yl)ethan-1-one hydrobromide

HRID 633719Notes

Reaction equation

HRID 633719 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].[BrH:11].BrBr.C(OCC)C>C(O)(=O)C>[BrH:11].[Br:11][CH2:9][C:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[CH3:1])=[O:10]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 24408BromineHCID 109424811-(4-Methyl-3-pyridinyl)ethanone

Product 1

HCID 227309902-Bromo-1-(4-methylpyridin-3-yl)ethan-1-one hydrobromideYield 84%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

300 mg (2.22 mmol) of 1-(4-methylpyrid-3-yl)ethanone are dissolved in 20 mL of glacial acetic acid. 730 μl (4.44 mmol) of hydrobromic acid and 126 μl (2.44 mmol) of bromine are added to the medium. The reaction mixture is placed under magnetic stirring at room temperature for 2 hours. Ethyl ether is added to the solution until a precipitate appears. The precipitate corresponding to 2-bromo-1-(4-methylpyrid-3-yl)ethanone hydrobromide is filtered off, washed with ethyl ether and dried. The 550 mg of product obtained have the following characteristics:

Workup

  1. filtrationThe precipitate corresponding to 2-bromo-1-(4-methylpyrid-3-yl)ethanone hydrobromide is filtered off
  2. washwashed with ethyl ether
  3. customdried

Sources & evidence

ORD record
ord-35cb1b1a46f5401cab68b149d26b11c6
Source dataset
uspto-grants-2016_04
Patent number
US09321790B2

Reaction notes

Loading…