Methacrylic Acid → HCID 9942690, compound

HRID 1462032Notes

Reaction equation

HRID 1462032 reaction equation
[C:1]([O:6][CH2:7][CH:8]1[O:10]C1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([OH:16])(=[O:15])[C:12]([CH3:14])=[CH2:13].[CH3:17]OC1C=CC(O)=CC=1.C(=O)(O)[O-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[C:11]([O:16][CH2:17][CH:7]([CH2:8][OH:10])[O:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])(=[O:15])[C:12]([CH3:14])=[CH2:13]

Participants

6

Reactant 4

HCID 4093Methacrylic AcidHCID 7837Glycidyl methacrylateHCID 90154-MethoxyphenolHCID 516892Sodium Bicarbonate

Product 1

HCID 9942690HCID 9942690, compound

Reagents, catalysts & solvents 1

HCID 66133Benzyl triethylammonium chlorideCatalyst

Procedure

1282.5 g (9 moles) of glycidyl methacrylate were added dropwise with stirring over a period of 3 hours to a mixture of 860.9 g (10 moles) methacrylic acid, 21.4 g benzyltriethylammonium chloride and 5 g p-methoxy-phenol at 75°-85° C. Stirring of the mixture was continued for 2 hours at 80° C. and the solution was then poured into dilute sodium bicarbonate solution and stirred for some time. The organic phase was separated and washed again with sodium bicarbonate solution. The product was dried over sodium sulfate and, after filtration, was stabilized with 15 g of p-methoxyphenol. Small portions of approx. 150 g each were fractionally distilled at 0.07 mbar and a bath temperature of about 140° C.

Workup

  1. stirringstirred for some time
  2. customThe organic phase was separated
  3. washwashed again with sodium bicarbonate solution
  4. dry with materialThe product was dried over sodium sulfate
  5. filtrationafter filtration
  6. distillationSmall portions of approx. 150 g each were fractionally distilled at 0.07 mbar and a bath temperature of about 140° C.

Sources & evidence

ORD record
ord-5a668de9eb7641d69e434c23c21892c2
Source dataset
uspto-grants-1984_07
Patent number
US04458007

Reaction notes

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