Water → 2-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide

HRID 1062615Notes

Reaction equation

HRID 1062615 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:17])[CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)=[CH:5][CH:4]=1.[Br:18]Br.O>C(O)(=O)C>[BrH:18].[Br:18][CH:10]([C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1)[C:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2383511-(4-Methoxyphenyl)-2-(pyridin-3-yl)ethanone

Product 1

HCID 114633362-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromideYield 89%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

1-(4-Methoxyphenyl)-2-(3-pyridyl)ethanone (6.9 g) was dissolved in acetic acid (36 mL), bromine (1.7 mL) was added, and the mixture was stirred at 80° C. for 3 h. The reaction mixture was cooled with iced water and the precipitated crude crystals were collected by filtration. The crude crystals were recrystallized from ethanol-ethyl ether to give the title compound (10 g, yield 89%).

Workup

  1. customthe precipitated crude crystals
  2. filtrationwere collected by filtration
  3. customThe crude crystals were recrystallized from ethanol-ethyl ether

Sources & evidence

ORD record
ord-da3db18805304af7b96842a55ce201ab
Source dataset
uspto-grants-2005_11
Patent number
US06962933B1

Reaction notes

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