Methacrylic Acid → HCID 19063425, compound

HRID 482196Notes

Reaction equation

HRID 482196 reaction equation
C[C:2]([CH3:5])([O-:4])C.[K+].[C:7]([OH:12])(=[O:11])[C:8]([CH3:10])=[CH2:9].C1OCCOCCOCCOCCOCC[O:15][CH2:14]1>CN(C=O)C>[C:2]([O:15][CH2:14][O:11][C:7](=[O:12])[C:8]([CH3:10])=[CH2:9])(=[O:4])[CH3:5]

Participants

5

Procedure

Potassium tert. butoxide (5.0 g, 0.045 mol ) was added to a solution of methacrylic acid (3.87 g, 0.045 mol) in DMF (150 ml). Chloromethyl acetate3 (4.86 g, 0.045 mol) was added to the resulting suspension. 18crown-6 (0.9 g, 3.45 mmol) was then added and the reaction mixture was left with stirring at room temperature for 4 days. The reaction mixture was filtered end the solvent was removed under reduced pressure. The residue was dissolved in chloroform (100 ml) and washed with saturated aqueous sodium hydrogen carbonate (50 ml) and water (50 ml). The organic phase was dried (MgSO4) and the solvent removed under reduced pressure. Flash chromatography gave 5.19 g (75 %) of the title product.

Workup

  1. additionChloromethyl acetate3 (4.86 g, 0.045 mol) was added to the resulting suspension
  2. waitthe reaction mixture was left
  3. filtrationThe reaction mixture was filtered end the solvent
  4. customwas removed under reduced pressure
  5. dissolutionThe residue was dissolved in chloroform (100 ml)
  6. washwashed with saturated aqueous sodium hydrogen carbonate (50 ml) and water (50 ml)
  7. dry with materialThe organic phase was dried (MgSO4)
  8. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-0c8dd5ac50ce4371aecb051add9c83ad
Source dataset
uspto-grants-1998_08
Patent number
US05795562

Reaction notes

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