Ethyl vinyl ether → Propylene glycol methyl ether acetate

HRID 1027347Notes

Reaction equation

HRID 1027347 reaction equation
[CH:1]([O:3][CH2:4]C)=C.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.C(N(CC)CC)C.[C:28]([O:31][CH2:32][CH3:33])(=[O:30])[CH3:29]>>[CH3:33][CH:32]([O:31][C:28]([CH3:29])=[O:30])[CH2:1][O:3][CH3:4]

Participants

5

Procedure

To the reaction solution above, 1.68 g of ethyl vinyl ether and 0.48 g of 2% camphorsulfonic acid (PGMEA solution) were added, and the mixture was stirred at room temperature for 4 hours. Thereafter, 0.35 g of 6% triethylamine (PGMEA solution) was added and after stirring for a while, and the reaction solution was transferred to a separating funnel containing 55 mL of ethyl acetate. The organic layer was washed with 50 mL of distilled water three times and then concentrated by an evaporator, and ethyl acetate was removed. This reaction solution was added dropwise in 800 mL of hexane. A part of the obtained precipitate was sampled for NMR measurement, and the remaining was dissolved in 25 g of PGMEA. From the obtained solution, the low boiling point solvent was removed by an evaporator to obtain 36.1 g of a PGMEA solution (28.9%) of Resin (R-3).

Workup

  1. stirringafter stirring for a while
  2. customthe reaction solution was transferred to a separating funnel
  3. washThe organic layer was washed with 50 mL of distilled water three times
  4. concentrationconcentrated by an evaporator, and ethyl acetate
  5. customwas removed
  6. additionThis reaction solution was added dropwise in 800 mL of hexane
  7. aliquotA part of the obtained precipitate was sampled for NMR measurement
  8. dissolutionthe remaining was dissolved in 25 g of PGMEA
  9. customFrom the obtained solution, the low boiling point solvent was removed by an evaporator

Sources & evidence

ORD record
ord-202c0b1715d54c249b80d94e9a795abb
Source dataset
uspto-grants-2014_05
Patent number
US08735048B2

Reaction notes

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