Methanol → Monomethyl phthalate

HRID 851784

Reaction equation

HRID 851784 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.[CH3:12][OH:13]>>[C:4]([O:13][CH3:12])(=[O:5])[C:3]1[C:2](=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:1]([OH:6])=[O:11]

Participants

3

Reactant 2

HCID 887MethanolHCID 6811Phthalic Anhydride

Product 1

HCID 20392Monomethyl phthalate

Procedure

Methanol (300 ml) was added in a single portion to 148 g (1.00 mole) of phthalic anhydride and the resulting suspension was stirred and heated at reflux for 36 hours; solution occurred during heating. The solvent was removed and the product was recrystallized from a mixture of ethyl acetate and hexane to afford 114.6 g of the title compound (Lit. Beilstein, 9,797-mp 82.5°, 84°).

Workup

  1. temperatureheated
  2. temperatureat reflux for 36 hours
  3. temperatureduring heating
  4. customThe solvent was removed
  5. customthe product was recrystallized from a mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-38fa0a486ee64054a4de1f67d21371f8
Source dataset
uspto-grants-1983_05
Patent number
US04386201

Linked notes

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