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

HRID 78405Notes

Reaction equation

HRID 78405 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-e3e7113642bb4c3cb746faec7297c14e
Source dataset
uspto-grants-2014_09
Patent number
US08841334B2

Reaction notes

Loading…