alpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl ester → alpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid

HRID 2225670Notes

Reaction equation

HRID 2225670 reaction equation
C[O:2][C:3](=[O:21])[C:4](=[O:20])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:7][CH:6]=1>CO.[OH-].[Na+]>[O:20]=[C:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:7][CH:6]=1)[C:3]([OH:21])=[O:2]

Participants

4

Reactant 1

HCID 54321081alpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl ester

Product 1

HCID 19004337alpha-Oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acidYield 78.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of alpha-oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid methyl ester (0.43 g) in methanol and 0.5N sodium hydroxide (4 mL) was treated as in Example 19. Extraction provided 0.415 g which solidified and was crystallized from benzene-hexane to give 0.32 g of colorless alpha-oxo-4-[[(phenoxy)methyl]oxy]benzeneacetic acid as an 0.2 molar hydrate, mp 72°-74° C.

Workup

  1. additionwas treated as in Example 19
  2. extractionExtraction
  3. customprovided 0.415 g which
  4. customwas crystallized from benzene-hexane

Sources & evidence

ORD record
ord-e9f8579eeaa34aec906d0e748eb621f5
Source dataset
uspto-grants-1994_09
Patent number
US05344843

Reaction notes

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