Isopropanol → 1,2-Benzenedicarboxylic acid, 1-(1-methylethyl) ester

HRID 1194483Notes

Reaction equation

HRID 1194483 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH:12]([OH:15])([CH3:14])[CH3:13]>>[CH:12]([O:15][C:4]([C:3]1[C:2]([C:1]([OH:6])=[O:11])=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5])([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 3776IsopropanolHCID 6811Phthalic Anhydride

Product 1

HCID 1187701,2-Benzenedicarboxylic acid, 1-(1-methylethyl) ester

Procedure

To a suitable reaction vessel there is charged phthalic anhydride and a 2.0X molar excess of isopropyl alcohol. The charge is heated to reflux temperature for about one hour. At the end of this time period an aliquot of the reaction mixture shows an absence of anhydride by infra-red analysis. The solvent is removed under vacuum and the residue recrystallized from toluene to obtain 1,2-benzene dicarboxylic acid mono-isopropyl ester (M.P. 73°-77° C.).

Workup

  1. temperatureThe charge is heated
  2. temperatureto reflux temperature for about one hour
  3. customThe solvent is removed under vacuum
  4. customthe residue recrystallized from toluene

Sources & evidence

ORD record
ord-cc682641405542e9953ecf22eedd21e8
Source dataset
uspto-grants-1989_03
Patent number
US04814395

Reaction notes

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