Hydrochloric Acid → 3,5-Diethoxy-4-methoxybenzoic acid

HRID 248549Notes

Reaction equation

HRID 248549 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([O:16][CH2:17][CH3:18])[C:13]=1[O:14][CH3:15])[C:7]([O:9]C)=[O:8])[CH3:2].O.[OH-].[Na+].Cl>C(O)C>[CH2:17]([O:16][C:12]1[CH:11]=[C:6]([CH:5]=[C:4]([O:3][CH2:1][CH3:2])[C:13]=1[O:14][CH3:15])[C:7]([OH:9])=[O:8])[CH3:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 20095711Methyl 3,5-diethoxy-4-methoxybenzoate

Product 1

HCID 200957053,5-Diethoxy-4-methoxybenzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

63 g of methyl 3,5-diethoxy-4-methoxybenzoate prepared in Referential Example 2 was dissovled in 200 ml of ethanol and 80 ml of water and 44 g of caustic soda was added thereto. The mixture was heated at 70° C. for 2 hr while stirring, cooled, weakly acidified with dilute hydrochloric acid and extracted with dichloromethane. The organic phase was washed with water and dried over anhydrous magnesium sulfate, and the solvent was then distilled off to prepare 48 g of the crude product (white solid).

Workup

  1. temperaturecooled
  2. extractionextracted with dichloromethane
  3. washThe organic phase was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was then distilled off
  6. customto prepare 48 g of the crude product (white solid)

Sources & evidence

ORD record
ord-fb856eef692d4fb2aa6c1f50befc9b23
Source dataset
uspto-grants-1993_05
Patent number
US05210239

Reaction notes

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