Ethyl Acetate → 2-Bromo-1-(3,5-dimethylphenyl)-2-(4-pyridyl)ethanone hydrocbromide

HRID 1062624Notes

Reaction equation

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

Participants

Conditions

Temperature: 80 °C

Procedure

1-(3,5-Dimethylphenyl)-2-(4-pyridyl)ethanone (7.0 g, 31 mmol) was dissolved in acetic acid (35 mL) and bromine (1.6 mL, 31 mmol) was added. The mixture was stirred at 80° C. for 3 h. Ethyl acetate was added to the residue and the precipitated crude crystals were collected by filtration. The crude crystals were washed with ethyl acetate to give the title compound (16 g, yield 96%).

Workup

customthe precipitated crude crystals
filtrationwere collected by filtration
washThe crude crystals were washed with ethyl acetate

Sources & evidence

ORD record: ord-6f7af2f2688c4bf982c5924a2bc5786b
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06962933B1

Reaction notes

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