Hydrogen Bromide → 2-Bromo-1-(2-methylpyridin-3-yl)ethanone hydrobromide

HRID 633713Notes

Reaction equation

HRID 633713 reaction equation
[CH3:1][C:2]1[C:7]([C:8](=[O:10])[CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[BrH:11].BrBr.C(OCC)C>C(O)(=O)C>[BrH:11].[Br:11][CH2:9][C:8]([C:7]1[C:2]([CH3:1])=[N:3][CH:4]=[CH:5][CH:6]=1)=[O:10]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 24408BromineHCID 109424821-(2-Methylpyridin-3-yl)ethan-1-one

Product 1

HCID 124162362-Bromo-1-(2-methylpyridin-3-yl)ethanone hydrobromideYield 85.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

150 mg (1.11 mmol) of 1-(2-methylpyrid-3-yl)ethanone are dissolved in 10 mL of glacial acetic acid. 365 μl (2.22 mmol) of hydrobromic acid and 63 μl (1.22 mmol) of bromine are added to the medium. The reaction mixture is placed under magnetic stirring at room temperature for 1 hour. Ethyl ether is added to the solution until a precipitate appears. The precipitate corresponding to 2-bromo-1-(2-methylpyrid-3-yl)ethanone hydrobromide is filtered off, washed with ethyl ether and dried. The 280 mg of product obtained have the following characteristics:

Workup

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

Sources & evidence

ORD record
ord-e6e8eb07b46d42bea59d555283c86b8e
Source dataset
uspto-grants-2016_04
Patent number
US09321790B2

Reaction notes

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