Methacrylic Acid → HCID 19063425, compound

HRID 1488345Notes

Reaction equation

HRID 1488345 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. 18-crown-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 and 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
  4. customthe solvent was 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-8806f1fba2e64d9187b02b3c02fea7dc
Source dataset
uspto-grants-1997_10
Patent number
US05674468

Reaction notes

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