Hydrochloric Acid → HCID 14515527, compound

HRID 258156Notes

Reaction equation

HRID 258156 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[C:6]([C:14]([O:16]CCC)=[O:15])[C:5]=1[C:20]1[C:25]([C:26]([O:28]C)=[O:27])=[CH:24][C:23]([O:30][CH3:31])=[C:22]2[O:32][CH2:33][O:34][C:21]=12)[CH3:2].[OH-].[K+].Cl>O1CCOCC1>[CH2:1]([O:3][C:4]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[C:6]([C:14]([OH:16])=[O:15])[C:5]=1[C:20]1[C:25]([C:26]([OH:28])=[O:27])=[CH:24][C:23]([O:30][CH3:31])=[C:22]2[O:32][CH2:33][O:34][C:21]=12)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14515526HCID 14515526, compound

Product 1

HCID 14515527HCID 14515527, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

In 4 ml of dioxane was dissolved 48 mg of methyl 2-ethoxy-2',3'-methylenedioxy-6-propoxycarbonyl-3,4,4'-trimethoxy-1,1'-biphenyl-6'-carboxylate obtained in Example 9, and 1 ml of a 5% aqueous solution of potassium hydroxide was added to the solution. The mixture was heated at 70° C. and stirred overnight, the pH value was adjusted to 1 by 3N hydrochloric acid, and the mixture was extracted with chloroform. The solvent was removed from the extract to obtain 36 mg of 2-ethoxy-2',3'-methylenedioxy-3,4,4'-trimethoxy-1,1'-biphenyl-6,6'-dicarboxylic acid having the following physical properties (the yield was 86%).

Workup

  1. additionwas added to the solution
  2. extractionthe mixture was extracted with chloroform
  3. customThe solvent was removed from the
  4. extractionextract

Sources & evidence

ORD record
ord-016b99ee0a094fe0912e01fbae0facfe
Source dataset
uspto-grants-1993_11
Patent number
US05264594

Reaction notes

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