Benzene → 1,4-Benzenedicarboxylic acid, 1-methyl ester, potassium salt (1:1)

HRID 1448888Notes

Reaction equation

HRID 1448888 reaction equation
[OH-].[K+:2].[C:3]([O:15]C)(=[O:14])[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1.C1C=CC=CC=1>CO>[C:8]([O:10][CH3:11])(=[O:9])[C:7]1[CH:12]=[CH:13][C:4]([C:3]([O-:15])=[O:14])=[CH:5][CH:6]=1.[K+:2]

Participants

5

Reactant 3

HCID 241BenzeneHCID 8441Dimethyl terephthalateHCID 14797Potassium Hydroxide

Product 1

HCID 236837531,4-Benzenedicarboxylic acid, 1-methyl ester, potassium salt (1:1)

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium monomethyl terephthalate was prepared by adding dropwise a solution of 85.5 grams (1.286 mole) potassium hydroxide (85% pellets) in 675 ml methanol to a stirred solution of 250 grams (1.286 mole) of dimethyl terephthalate in 1600 ml. of benzene at 60° C. over 1 hour. The mixture was refluxed 15 minutes, cooled, and filtered. The white solid on the filter was washed with acetone and sucked dry. It weighed 263 grams (93 mole % yield). It did not melt below 400° C.

Workup

  1. temperatureThe mixture was refluxed 15 minutes
  2. temperaturecooled
  3. filtrationfiltered
  4. washThe white solid on the filter was washed with acetone
  5. customsucked dry
  6. custom263 grams (93 mole % yield)
  7. customdid not melt below 400° C.

Sources & evidence

ORD record
ord-c0f2c73f014a4d08be1f1127799c5aa2
Source dataset
uspto-grants-1980_02
Patent number
US04188274

Reaction notes

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