Potassium Hydroxide → HCID 59094092, compound

HRID 1167881Notes

Reaction equation

HRID 1167881 reaction equation
[OH-].[K+].[CH3:3][O:4][C:5]1[C:14]([C:15](=[O:17])[CH3:16])=[C:13]2[C:8]([C:9](=[O:25])[C:10]([CH3:24])=[C:11]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[O:12]2)=[CH:7][CH:6]=1.[C:26]([C:28]1[CH:35]=[CH:34][C:31]([CH:32]=O)=[CH:30][CH:29]=1)#[N:27]>C(O)C.O>[CH3:24][C:10]1[C:9](=[O:25])[C:8]2[C:13](=[C:14]([C:15](=[O:17])[CH:16]=[CH:32][C:31]3[CH:34]=[CH:35][C:28]([C:26]#[N:27])=[CH:29][CH:30]=3)[C:5]([O:4][CH3:3])=[CH:6][CH:7]=2)[O:12][C:11]=1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 660424-CyanobenzaldehydeHCID 22994590HCID 22994590, compound

Product 1

HCID 59094092HCID 59094092, compoundYield 66.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of KOH 50% (3 ml) is added to an equimolar solution of 7-methoxy -8-acetyl-3methylflavone (2.31 g, 0.0075 mol) and 4-cyanobenzaldehyde (0.98 g, 0.0075 mol) in ethanol 95%; the addition is performed under energetic stirring at room temperature. The reaction is left under stirring for one night and then diluted with water and acidified; the precipitate is separated by filtration and dried under vacuum. The compound is crystallized by ethanol to give 2.1 g of product m.p. 223-224C, 1H-NMR (CDCl3)δ:2.18 (s, 3H), 3.96 (s, 3H), 7.04-8.36 (m, 13H).

Workup

  1. additionthe addition
  2. waitThe reaction is left
  3. stirringunder stirring for one night
  4. customthe precipitate is separated by filtration
  5. customdried under vacuum
  6. customThe compound is crystallized by ethanol

Sources & evidence

ORD record
ord-c5dd54d836ad4e2399cc237a1ed868dd
Source dataset
uspto-grants-2003_09
Patent number
US06620842B2

Reaction notes

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