Hydrochloric Acid → HCID 14276108, compound

HRID 231848Notes

Reaction equation

HRID 231848 reaction equation
[CH2:1]([O:3][C:4]1[C:9]([O:10][CH2:11][CH3:12])=[C:8]([O:13][CH3:14])[CH:7]=[C:6]([C:15]([O:17]CC)=[O:16])[C:5]=1[C:20]1[C:25]([C:26]([O:28]CC)=[O:27])=[CH:24][C:23]([O:31][CH3:32])=[C:22]2[O:33][CH2:34][O:35][C:21]=12)[CH3:2].[OH-].[K+].Cl>O1CCOCC1>[CH2:1]([O:3][C:4]1[C:9]([O:10][CH2:11][CH3:12])=[C:8]([O:13][CH3:14])[CH:7]=[C:6]([C:15]([OH:17])=[O:16])[C:5]=1[C:20]1[C:25]([C:26]([OH:28])=[O:27])=[CH:24][C:23]([O:31][CH3:32])=[C:22]2[O:33][CH2:34][O:35][C:21]=12)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14515523HCID 14515523, compound

Product 1

HCID 14276108HCID 14276108, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

In 4 ml of dioxane was dissolved 49 mg of diethyl 2,3-diethoxy-4,4'-dimethoxy-2',3'-methylenedioxy-1,1'-biphenyl-6,6'-dicarboxylate obtained in Example 6, 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 adjused to 1 to 2 by 3N hydrochloric acid, the reaction mixture was extracted with chloroform, and the solvent was removed from the extract to obtain 38 mg of 2,3-diethoxy-4,4'-dimethoxy-2',3'-methylenedioxy-1,1'-biphenyl-6,6'-dicarboxylic acid having the following physical properties (the yield was 88%).

Workup

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

Sources & evidence

ORD record
ord-3eaf2ee2468e4ac48f2f185ba09b6be2
Source dataset
uspto-grants-1989_07
Patent number
US04849448

Reaction notes

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