Hydrochloric Acid → 2-(2-Methoxyethoxy)benzoic acid

HRID 1037834Notes

Reaction equation

HRID 1037834 reaction equation
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:11][CH2:12][O:13][CH3:14].Cl>[OH-].[K+].O>[CH3:14][O:13][CH2:12][CH2:11][O:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[C:3]([OH:15])=[O:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22381872Methyl 2-(2-methoxyethoxy)benzoate

Product 1

HCID 134171032-(2-Methoxyethoxy)benzoic acidYield 98%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14797Potassium HydroxideSolvent

Procedure

A mixture of the product of Example 25A (0.27 g, 1.3 mmol) in 40% aqueous potassium hydroxide was stirred for 6 hours. The mixture was then diluted with water, made slightly acidic by the addition of 2 N aqueous HCl, and then extracted three times with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to afford 0.25 g of the title compound.

Workup

  1. extractionextracted three times with ethyl acetate
  2. dry with materialThe combined organic extracts were dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-830210465716414ea2e5e63beed575fa
Source dataset
uspto-grants-2013_10
Patent number
US08546583B2

Reaction notes

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