Potassium Carbonate → HCID 14982937, compound

HRID 1708692Notes

Reaction equation

HRID 1708692 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[CH:6][C:5]2=[O:18].Br[CH2:20][CH2:21][CH2:22][CH2:23][Cl:24].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:24][CH2:23][CH2:22][CH2:21][CH2:20][O:1][C:2]1[CH:11]=[CH:10][C:9]2[O:8][C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:6][C:5](=[O:18])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 722796-HydroxyflavoneHCID 813641-Bromo-4-chlorobutane

Product 1

HCID 14982937HCID 14982937, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 6-hydroxyflavone (5.0 g, 21 mmol), 1-bromo-4-chlorobutane (4.86 mL, 42 mmol), and potassium carbonate (12 g, 84 mmol) was refluxed in acetone for 24 hours. The solution was cooled to room temperature, filtered, and the solvent removed in vacuo. The residue was boiled with ether and filtered. Cooling gave 6.1 g (89%) of 6-(4-chlorobutoxy)-2-phenyl-4H-1-benzopyran-4-one as a white solid.

Workup

  1. filtrationfiltered
  2. customthe solvent removed in vacuo
  3. filtrationfiltered
  4. temperatureCooling

Sources & evidence

ORD record
ord-fbab05b0b71642c7becae7f76a7abdcc
Source dataset
uspto-grants-1994_10
Patent number
US05359098

Reaction notes

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