Hydrochloric Acid → HCID 19744875, compound

HRID 2254245Notes

Reaction equation

HRID 2254245 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([C:11](=[O:22])[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)=[C:5]([O:23][CH2:24][C:25]([O:27]C)=[O:26])[CH:4]=1.[OH-].[K+].Cl>CO>[C:25]([CH2:24][O:23][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[C:6]=1[C:11](=[O:22])[CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([O:20][CH3:21])=[CH:18][CH:19]=1)([OH:27])=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19744869HCID 19744869, compound

Product 1

HCID 19744875HCID 19744875, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 6.05 g of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxyphenyl)-3-(4-methoxyphenyl)-1-propanone was dissolved in 50 ml of methanol, and 30 ml of a 5% aqueous solution of potassium hydroxide was added to the solution and the mixture was stirred at room temperature for 30 minutes to effect reaction. After the reaction, the reaction mixture was made acidic by addition of dilute hydrochloric acid, extracted with diethyl ether and filtered, and the solvent was removed from the filtrate by distillation and the obtained residue was recrystallized from a mixed solvent of diethyl ether and n-hexane to obtain 5.0 g (yield=87.4%) of 1-(2-carboxymethoxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)-1-propanone in the form of a colorless prism.

Workup

  1. customreaction
  2. customAfter the reaction
  3. extractionextracted with diethyl ether
  4. filtrationfiltered
  5. customthe solvent was removed from the filtrate by distillation
  6. customthe obtained residue was recrystallized from a mixed solvent of diethyl ether and n-hexane

Sources & evidence

ORD record
ord-49474fc552a147d5b14ef1df2a7e3a01
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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