Water → HCID 18626122, compound

HRID 1859675Notes

Reaction equation

HRID 1859675 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=1.O>CO.[OH-].[K+]>[O:12]([C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][C:7]=1[O:10][CH3:11])[C:3]([OH:19])=[O:2])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 2

HCID 962WaterHCID 10422633HCID 10422633, compound

Product 1

HCID 18626122HCID 18626122, compoundYield 92.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

3-Phenoxy-4-methoxybenzoic acid methyl ester (0.8 g, 3.1 mmol) was stirred in a mixture of methanol (8 mL) and 4N potassium hydroxide (10 mL) and heated to reflux. After 2 hours, the mixture was stirred into water (60 mL) and extracted with ether (25 mL). The aqueous solution was stirred and acidified with 4N HCl, and the resulting precipitate was filtered off, rinsed with water, and dried to afford the product (0.7 g); m.p. 186-187° C.

Workup

  1. temperatureheated to reflux
  2. extractionextracted with ether (25 mL)
  3. filtrationthe resulting precipitate was filtered off
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-2f7d04f0077f4e6ab8db2e97a8fe0e34
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

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