Ethyl Acetate → 2-{[2-(Ethenyloxy)ethoxy]methyl}oxirane

HRID 1007520Notes

Reaction equation

HRID 1007520 reaction equation
[CH:1]([O:3][CH2:4][CH2:5][OH:6])=[CH2:2].[OH-].[Na+].ClCO[SiH3].[C:13]([O:16][CH2:17][CH3:18])(=O)C>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O>[CH:1]([O:3][CH2:4][CH2:5][O:6][CH2:18][CH:17]1[O:16][CH2:13]1)=[CH2:2]

Participants

7

Procedure

To a mixture of hydoxyethyl vinyl ether (500 g) and tetra-n-butyl ammonium hydrogen sulfate (50 g), an aqueous solution of sodium hydroxide (340 g) dissolved in water ax (380 ml) was added over 30 minutes and then further stirred at room temperature for 1 hour. Further, chloromethyloxysilane (78.8 g) was added thereto and stirred at 60° C. for 2 hour. Then, ethyl acetate was added to the reaction mixture, followed by washing with water. The organic layer was extracted and dried with magnesium sulfate, and condensed at reduced pressure to distill off the solvents. The resulting liquid was purified by vacuum distillation, to obtain 530 g of the 2-glycidyloxyethyl vinyl ether (A-37) (boiling point 65° C., 532 Pa).

Workup

  1. additionwas added over 30 minutes
  2. stirringstirred at 60° C. for 2 hour
  3. washby washing with water
  4. extractionThe organic layer was extracted
  5. dry with materialdried with magnesium sulfate, and condensed at reduced pressure
  6. distillationto distill off the solvents
  7. distillationThe resulting liquid was purified by vacuum distillation

Sources & evidence

ORD record
ord-d2a888c665b64760bd85ce10b195fa62
Source dataset
uspto-grants-2004_09
Patent number
US06794469B2

Reaction notes

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