2-Hydroxy-5-methylacetophenone → (e)-3-(2-Bromo-3,4-dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)-2-propen-1-one

HRID 1841363Notes

Reaction equation

HRID 1841363 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([C:9]([CH3:11])=[O:10])[CH:3]=1.[Br:12][C:13]1[C:20]([O:21][CH3:22])=[C:19]([O:23][CH3:24])[CH:18]=[CH:17][C:14]=1[CH:15]=O>>[Br:12][C:13]1[C:20]([O:21][CH3:22])=[C:19]([O:23][CH3:24])[CH:18]=[CH:17][C:14]=1/[CH:15]=[CH:11]/[C:9]([C:4]1[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][C:5]=1[OH:8])=[O:10]

Participants

3

Reactant 2

HCID 150682-Hydroxy-5-methylacetophenoneHCID 6185382-Bromo-3,4-dimethoxybenzaldehyde

Product 1

HCID 23444786(e)-3-(2-Bromo-3,4-dimethoxyphenyl)-1-(2-hydroxy-5-methylphenyl)-2-propen-1-oneYield 65.1%

Procedure

2-Hydroxy-5-methylacetophenone (85 mg, 0.57 mmol) and 2-bromo-3,4-dimethoxybenzaldehyde (166 mg, 0.68 mmol) were reacted according to the same procedure as Preparation 1 to give 140 mg (Yield 54.6%) of the title compound.

Workup

  1. customaccording to the same procedure as Preparation 1

Sources & evidence

ORD record
ord-aee211e4d1034779ae014ec73b20b796
Source dataset
uspto-grants-2004_01
Patent number
US06683095B2

Reaction notes

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