Reaction #1797482

ord-a0ed6675a429476a8f0b77bb67483151

Reaction equation

O=C(O)c1ccccc1C(=O)O
phthalic acid
[K+].[OH-]
KOH
CC(C)Cc1cccc(C(=O)O)c1C(=O)O
Monoisobutylphthalic Acid

Reagents

None

Conditions

Temperature
80°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherequipped with stirring blades
  2. 2
    Temperaturethermometer and Dimroth condenser, heated
  3. 3
    Temperatureraised to a temperature of 140° C., which
  4. 4
    Temperaturewas maintained for 2 hours
  5. 5
    TemperatureThe mixture was subsequently cooled to 60° C

Procedure

148.2 g of anhydrous phthalic acid and the molar equivalent 74.2 g of isobutyl alcohol were added to a 500 ml glass round-bottomed flask equipped with stirring blades, thermometer and Dimroth condenser, heated while slowly stirring, and after the generated heat at about 80° C. wore off, raised to a temperature of 140° C., which was maintained for 2 hours. The mixture was subsequently cooled to 60° C. The acid value (number of mg of KOH necessary to neutralize 1 g of a sample) of the reaction solution was 257.5. Since the acid value for the case where the reaction is 100% complete is 252.4, the reaction rate was computed to be 98%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07790290B2uspto-grants-2010_09