Hydrochloric Acid → HCID 53677577, compound

HRID 2254249Notes

Reaction equation

HRID 2254249 reaction equation
C([O:3][C:4]([CH2:6][O:7][C:8]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([O:28][CH3:29])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)=[O:5])C.[OH-].[K+].Cl>O1CCOCC1>[C:4]([CH2:6][O:7][C:8]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[C:22]([O:28][CH3:29])[C:9]=1[C:10](=[O:21])[CH:11]=[CH:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 54357550HCID 54357550, compound

Product 1

HCID 53677577HCID 53677577, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Then, 15.1 g of 2'-ethoxycarbonylmethoxy-4,4',6'-trimethoxychalcone was dissolved in 80 ml of dioxane, and 80 ml of a 5% aqueous solution of potassium hydroxide was added to the solution and the mixture was stirred at room temperature for 1 hour to effect a reaction. After the reaction, the reaction mixture was made acidic by hydrochloric acid, extracted with ethyl acetate and filtered, and the solvent was removed from the filtrate by distillation. The residue was recrystallized from a mixed solvent of diethyl ether and ethyl acetate to obtain 11.4 g (yield=81.0%) of 2'-carboxymethoxy-4,4',6'-trimethoxychalcone in the form of a yellow prism.

Workup

  1. customa reaction
  2. customAfter the reaction
  3. extractionextracted with ethyl acetate
  4. filtrationfiltered
  5. customthe solvent was removed from the filtrate by distillation
  6. customThe residue was recrystallized from a mixed solvent of diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-3f603624f7294b11b728a2597a113d8a
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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