Pyridine → Allyloxypropanediol Dimethacrylate

HRID 235679

Reaction equation

HRID 235679 reaction equation
C([O:4][C:5](O)([OH:8])CC)C=C.N1[CH:15]=[CH:14][CH:13]=CC=1.CN([C:19]1[CH:24]=[CH:23]C=CN=1)C.[C:25]([O:30][C:31](=[O:35])[C:32]([CH3:34])=[CH2:33])(=[O:29])[C:26]([CH3:28])=C>C(Cl)(Cl)Cl>[C:31]([O:30][C:25]([O:29][CH2:15][CH:14]=[CH2:13])([O:8][C:5](=[O:4])[C:24]([CH3:23])=[CH2:19])[CH2:26][CH3:28])(=[O:35])[C:32]([CH3:34])=[CH2:33]

Participants

6

Reactant 4

HCID 1049PyridineHCID 12974Methacrylic anhydrideHCID 218852-DimethylaminopyridineHCID 22483925Allyloxypropanediol

Product 1

HCID 20220160Allyloxypropanediol Dimethacrylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

Allyloxypropanediol (0.5 equivalents) was stirred in chloroform with pyridine (1 equivalent) and dimethlaminopyridine (0.05 equivalent) and warmed to 50° C. Methacrylic anhydride was added dropwise and stirring was continued until starting diol was no longer detected by gas chromatography. The reaction mixture was then washed with dilute hydrochloric acid, sodium bicarbonate and water. Concentration on a rotary evaporator gave the crude product.

Workup

  1. washThe reaction mixture was then washed with dilute hydrochloric acid, sodium bicarbonate and water
  2. concentrationConcentration
  3. customon a rotary evaporator

Sources & evidence

ORD record
ord-bdfe362f90b5432f81952ef2a1d2d655
Source dataset
uspto-grants-1987_02
Patent number
US04640940

Linked notes

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