Dimethyl Sulfoxide → 2-{[(Ethenyloxy)carbonyl]oxy}ethyl 2-methylprop-2-enoate

HRID 2230254Notes

Reaction equation

HRID 2230254 reaction equation
[C:1](=[O:15])([O:12][CH:13]=[CH2:14])[O:2][C:3]1[CH:8]=CC([N+]([O-])=O)=CC=1.OCC[O:19][C:20](=[O:24])[C:21]([CH3:23])=[CH2:22].CS(C)=O.[OH-].[Na+]>O>[C:1](=[O:15])([O:12][CH:13]=[CH2:14])[O:2][CH2:3][CH2:8][O:24][C:20](=[O:19])[C:21]([CH3:23])=[CH2:22]

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 133602-Hydroxyethyl MethacrylateHCID 14798Sodium HydroxideHCID 11183405p-nitrophenyl vinyl carbonate

Product 1

HCID 231870742-{[(Ethenyloxy)carbonyl]oxy}ethyl 2-methylprop-2-enoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of p-nitrophenyl vinyl carbonate, hydroxyethylmethacrylate, DMSO and sodium hydroxide is stirred at room temperature for a minimum of 12 hours. Reaction completion is monitored by G.C. The solution is drowned into water and the mixture extracted with ethyl acetate. The product solution is washed with water, dried with magnesium sulfate, then stripped to an oil under vacuum. The crude product is then purified.

Workup

  1. customReaction completion
  2. extractionthe mixture extracted with ethyl acetate
  3. washThe product solution is washed with water
  4. dry with materialdried with magnesium sulfate
  5. customThe crude product is then purified

Sources & evidence

ORD record
ord-0de675babf9d4428ba7a7f3b285fbd6e
Source dataset
uspto-grants-2002_07
Patent number
US06423862B1

Reaction notes

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