Hydrogen Bromide → 2-Bromo-1-(5-methylpyridin-3-yl)ethan-1-one hydrobromide

HRID 633697

Reaction equation

HRID 633697 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[N:6][CH:7]=1.[BrH:11].BrBr.C(OCC)C>C(O)(=O)C>[BrH:11].[Br:11][CH2:9][C:8]([C:4]1[CH:5]=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:10]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 24408BromineHCID 5775691-(5-Methylpyridin-3-yl)ethan-1-one

Product 1

HCID 754812682-Bromo-1-(5-methylpyridin-3-yl)ethan-1-one hydrobromideYield 183.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

300 mg (2.22 mmol) of 1-(5-methylpyrid-3-yl)ethanone are dissolved in 15 mL of glacial acetic acid. 365 μl (2.22 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-(5-methylpyrid-3-yl)ethanone hydrobromide is filtered off, washed with ether and dried. The 600 mg of product obtained have the following characteristics:

Workup

  1. filtrationThe precipitate corresponding to 2-bromo-1-(5-methylpyrid-3-yl)ethanone hydrobromide is filtered off
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-4e15c3dde3a24900aa201c09c9c8dde5
Source dataset
uspto-grants-2016_04
Patent number
US09321790B2

Linked notes

Loading…