alpha-Hydroxyacetophenone → Flavonol

HRID 742080

Reaction equation

HRID 742080 reaction equation
[C:1]1(C2C=CC=CC=2)[CH:6]=[CH:5][C:4]([CH:7]=[O:8])=[CH:3][CH:2]=1.[OH:15][CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:18]>C(O)C.[OH-].[Na+]>[OH:15][C:16]1[C:7](=[O:8])[C:4]2[C:3](=[CH:2][CH:1]=[CH:6][CH:5]=2)[O:18][C:17]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 2

HCID 68490alpha-HydroxyacetophenoneHCID 76689(1,1'-Biphenyl)-4-carboxaldehyde

Product 1

HCID 11349Flavonol

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 14798Sodium HydroxideSolvent2×

Procedure

180 mg of 4'-vinyl, 4-biphenyl aldehyde was mixed with 0.3 ml of 2-hydroxyacetophenone in 30 ml of ethanol. In a separate flask, 2.0 gms of NaOH was dissolved in 10 ml of aq. ethyl alcohol (50%). An NaOH solution was slowly added to the aldehyde solution. The resulting solution slowly changed its color from green to yellow to dark red. The rest of the reaction was carried out according to the method described in Example 1(b) above, producing 4'styryl, 3-hydroxyflavone.

Sources & evidence

ORD record
ord-21ed05cb9ada411cb768795976d60d3f
Source dataset
uspto-grants-1996_09
Patent number
US05552551

Linked notes

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