Toluene → Neopentyl alpha-cyanoacrylate

HRID 1682244Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1682244
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].[CH2:7](O)[C:8]([CH3:11])([CH3:10])[CH3:9].[C:13]1(C)C=CC=CC=1>S(=O)(=O)(O)O.O>[C:1]([C:3](=[CH2:13])[C:4]([O:6][CH2:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:5])#[N:2]

Komponenten

6

Edukt 3

HCID 1140TolueneHCID 6404Neopentyl alcoholHCID 9740Cyanoacetic acid

Produkt 1

HCID 22266550Neopentyl alpha-cyanoacrylateAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

51 g (0.6 mole) of cyanoacetic acid, 74 g (0.84 mole) of neopentyl alcohol, 1 g of sulfuric acid and 100 g of toluene were reacted under reflux and water produced was removed by azeotropic distillation. Thereafter, the mixture thus produced was cooled to a room temperature and filtered to remove insoluble matter. The filtrate was washed with water and dried overnight with magensium sulfate. Then, the desiccant was filtered off and the solvent was removed under a reduced pressure, followed by vacuum distillation to afford 87.1 g of neopentyl α-cyanoacrylate (b.p. 79°-81° C./ 3 mmHg, yield 94%).

Aufarbeitung

  1. temperatureunder reflux
  2. customwas removed by azeotropic distillation
  3. customThereafter, the mixture thus produced
  4. filtrationfiltered
  5. customto remove insoluble matter
  6. washThe filtrate was washed with water
  7. dry with materialdried overnight with magensium sulfate
  8. filtrationThen, the desiccant was filtered off
  9. customthe solvent was removed under a reduced pressure
  10. distillationfollowed by vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-bd2ea1e339424da48487bf58c2e0f194
Quelldatensatz
uspto-grants-1992_12
Patentnummer
US05175337

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