Ethyl Acetate → Propylene glycol methyl ether acetate

HRID 1027344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1027344
C#CC1[CH:8]=[CH:7][C:6]([OH:9])=CC=1.[C:10](=O)([O-])[O-].[K+].[K+].[C:16]([O:19]CC)(=[O:18])[CH3:17]>CS(C)=O.BrCC(OC1(CC)CCCC1)=O.[I-].[Na+].O.C(O)(=O)C>[CH3:8][CH:7]([O:19][C:16]([CH3:17])=[O:18])[CH2:6][O:9][CH3:10]

Komponenten

9

Edukt 3

HCID 8857Ethyl Acetate2×HCID 11430Potassium CarbonateHCID 327584-Ethynylphenol

Produkt 1

HCID 7946Propylene glycol methyl ether acetate

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 5238Sodium IodideKatalysatorHCID 22670944(1-Ethyl)cyclopentyl bromoacetateKatalysatorHCID 176Acetic AcidLösungsmittelHCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

30 g of poly(p-hydroxystyrene) (VP8000) produced by Nippon Soda Co., Ltd. was dissolved in 120 mL of dimethylsulfoxide (DMSO), and 9.36 g of (1-ethyl)cyclopentyl bromoacetate, 9.70 g of Compound (p-9) above, 34.51 g of potassium carbonate and 0.89 g of sodium iodide were added thereto. The mixture was stirred at 70° C. for 4 hours, and the reaction solution was returned to room temperature. Thereafter, 100 mL of ethyl acetate and 100 mL of distilled water were added thereto, and 130 g of an aqueous 23 mass % acetic acid solution was little by little added to the reaction solution while stirring the reaction solution in ice water. The reaction solution was transferred to a separating funnel, and 100 mL of ethyl acetate and 100 mL of distilled water were further added. After stirring, the aqueous layer was removed, and the organic layer was washed with 200 mL of distilled water five times. The organic layer was then concentrated to about 150 mL and added dropwise in 2 L of hexane. A part of the obtained precipitate was sampled for NMR measurement, and the remaining was dissolved in 70 g of PGMEA. From the obtained solution, the low boiling point solvent was removed by an evaporator to obtain 102.1 g of a PGMEA solution (34.6 mass %) of Resin (P-9).

Aufarbeitung

  1. customwas returned to room temperature
  2. additionby little added to the reaction solution
  3. customThe reaction solution was transferred to a separating funnel
  4. stirringAfter stirring
  5. customthe aqueous layer was removed
  6. washthe organic layer was washed with 200 mL of distilled water five times
  7. concentrationThe organic layer was then concentrated to about 150 mL
  8. additionadded dropwise in 2 L of hexane
  9. aliquotA part of the obtained precipitate was sampled for NMR measurement
  10. dissolutionthe remaining was dissolved in 70 g of PGMEA
  11. customFrom the obtained solution, the low boiling point solvent was removed by an evaporator

Quellen und Nachweise

ORD-Eintrag
ord-46ee489979064b0b8fd61bbaf370b6a3
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08735048B2

Notizen zur Reaktion

Wird geladen…