Potassium Hydroxide → HCID 20367026, compound

HRID 616968Notes

Reaction equation

HRID 616968 reaction equation
[OH-].[K+].C[O:4][C:5](=[O:22])[CH2:6][CH:7]([CH3:21])[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17]([O:19]C)=[O:18])=[CH:12][CH:11]=1>O.CO>[C:17]([CH2:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][CH2:8][CH:7]([CH3:21])[CH2:6][C:5]([OH:22])=[O:4])=[CH:11][CH:12]=1)([OH:19])=[O:18]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 54245713Methyl 4-(2-methoxy-2-oxoethyl)-β-methylbenzenepentanoate

Product 1

HCID 20367026HCID 20367026, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 20 g of potassium hydroxide in 40 cc of water is added to a solution of 19.3 g of 5-(4-carbomethoxymethylphenyl)-3-methylvaleric acid methyl ester in 200 cc of methanol and the mixture is heated at reflux for 2 hours. The solution is subsequently concentrated, diluted with water, acidified with 2 N hydrochloric acid and extracted with ether. The crude 5-(4-carboxymethylphenyl)-3-methylvaleric acid obtained after concentrating the ether extract, is recrystallized from ether/hexane. M.P. 100°-102°.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 2 hours
  3. concentrationThe solution is subsequently concentrated
  4. additiondiluted with water
  5. extractionextracted with ether

Sources & evidence

ORD record
ord-ea91064128774b9c93a6e46ce1e5eee8
Source dataset
uspto-grants-1978_02
Patent number
US04076838

Reaction notes

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