Potassium Hydroxide → HCID 13066675, compound

HRID 1163981Notes

Reaction equation

HRID 1163981 reaction equation
[OH-:1].[K+].[CH3:3][O:4][C:5]1[CH:21]=[CH:20][CH:19]=[CH:18][C:6]=1[O:7][C:8]1[C:16]2[O:15][C:14](=[O:17])[CH2:13][C:12]=2[CH:11]=[CH:10][CH:9]=1>CO>[OH:15][C:16]1[C:8]([O:7][C:6]2[CH:18]=[CH:19][CH:20]=[CH:21][C:5]=2[O:4][CH3:3])=[CH:9][CH:10]=[CH:11][C:12]=1[CH2:13][C:14]([OH:1])=[O:17]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13066701HCID 13066701, compound

Product 1

HCID 13066675HCID 13066675, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of potassium hydroxide (1.3 g) in methanol (30 ml) was added to a solution of 7-(2-methoxyphenoxy)-2,3-dihydrobenzofuran-2-one (1.3 g) in methanol (30 ml), and allowed to stand at room temperature for 3 hrs. Methanol was distilled off from the reaction mixture, and the residue was dissolved in water. The aqueous solution was acidified with conc. hydrochloric acid, and the precipitating crystals were collected by filtration, washed with water, dried and then recrystallized from a mixture of ethyl acetate and n-hexane to give 2-[2-hydroxy-3-(2-methoxyphenoxy)phenyl]acetic acid (1.0 g). mp 125°-126° C.

Workup

  1. distillationMethanol was distilled off from the reaction mixture
  2. dissolutionthe residue was dissolved in water
  3. filtrationthe precipitating crystals were collected by filtration
  4. washwashed with water
  5. customdried
  6. customrecrystallized from a mixture of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-f94de96d2d6e431a8eed05e63c5155e4
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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