Water → HCID 58913539, compound

HRID 1296932Notes

Reaction equation

HRID 1296932 reaction equation
[Br:1]N1C(=O)CCC1=O.[OH:9][C:10]1[CH:19]=[C:18]2[C:13]([C:14](=[O:27])[C:15]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:16]([CH3:20])[O:17]2)=[CH:12][CH:11]=1.O>CN(C=O)C>[Br:1][C:19]1[C:10]([OH:9])=[CH:11][CH:12]=[C:13]2[C:18]=1[O:17][C:16]([CH3:20])=[C:15]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:14]2=[O:27]

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 53809767-Hydroxy-2-methyl-3-phenyl-4H-chromen-4-one

Product 1

HCID 58913539HCID 58913539, compoundYield 58.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-Bromosuccinimide (2.0 g, 11.2 mmol) was added to a solution of 7-hydroxy-2-methyl-3-phenyl-chromen-4-one (2.5 g, 10 mmol) in DMF (20 ml) and the solution stirred for ˜24 hrs. to give an orange suspension. The suspension was poured into water (200 ml) to give a pale pink precipitate, solids were removed by filtation and washed with water. Solids were recrystallised from ethanol, to give the 8-bromo-7-hydroxy-2-methyl-3-phenyl-chromen-4-one as an off-white solid (1.95 g)

Workup

  1. customto give an orange suspension
  2. customto give a pale pink precipitate, solids
  3. customwere removed by filtation
  4. washwashed with water
  5. customSolids were recrystallised from ethanol

Sources & evidence

ORD record
ord-de570c50c43d441b801b9c2af4640c9e
Source dataset
uspto-grants-2007_07
Patent number
US07247734B2

Reaction notes

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