Dimethyl Phthalate → Monomethyl phthalate

HRID 887827Notes

Reaction equation

HRID 887827 reaction equation
[C:1]([O:13]C)(=[O:12])[C:2]1[C:3](=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:4]([O:6][CH3:7])=[O:5].[OH-].[Na+]>C(O)C>[CH3:7][O:6][C:4](=[O:5])[C:3]1[C:2](=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:1]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 8554Dimethyl PhthalateHCID 14798Sodium Hydroxide

Product 1

HCID 20392Monomethyl phthalate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dimethyl phthalate (15.73 mmol) is stirred for 24 hours at ambient temperature in 60 ml of ethanol with 15.73 ml of 1N sodium hydroxide solution. The solvent is evaporated off under reduced pressure at 40° C. and the reaction mixture is then diluted with water before bringing the pH to 3. The mixture is extracted with ethyl acetate, dried (MgSO4) and evaporated to yield the title product in the form of an oil.

Workup

  1. customThe solvent is evaporated off under reduced pressure at 40° C.
  2. additionthe reaction mixture is then diluted with water
  3. extractionThe mixture is extracted with ethyl acetate
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-a5b9deba5b184418b7a6bf71201a02ab
Source dataset
uspto-grants-2012_08
Patent number
US08247441B2

Reaction notes

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