Methacryloyl chloride → 2-Ethyl-2-methacryloyloxyadamantane

HRID 1699595

Reaktionsgleichung

Reaktionsgleichung von HRID 1699595
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[C:2]1=[O:11])[CH2:8]2.[CH2:12]([Li])[CH3:13].[C:15](Cl)(=[O:19])[C:16]([CH3:18])=[CH2:17]>C(OCC)C>[C:15]([O:11][C:2]1([CH2:12][CH3:13])[CH:3]2[CH2:9][CH:7]3[CH2:6][CH:5]([CH2:10][CH:1]1[CH2:8]3)[CH2:4]2)(=[O:19])[C:16]([CH3:18])=[CH2:17]

Komponenten

5

Edukt 3

HCID 13528Methacryloyl chlorideHCID 64151AdamantanoneHCID 178506846HCID 178506846, Verbindung

Produkt 1

HCID 98136452-Ethyl-2-methacryloyloxyadamantane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution was prepared by adding 50 parts of diethyl ether to 31.1 parts of 2-adamantanone. While keeping the temperature of the solution at or under 10° C., 200 ml of a diethyl ether solution containing ethyl lithium at a concentration of 1.14 mole/liter was added dropwise thereto. The solution was stirred at 0° C. for 2 hours, and then, while keeping the temperature of the solution at or under 10° C., 26.2 parts of methacryloyl chloride (1.2 mole based on 2-methyl-2-adamantanol) was added dropwise. After the completion of addition, the solution was stirred at room temperature for 12 hours. Then precipitated inorganic salts were removed by filtration. The organic layer was washed with 5% aqueous sodium hydrogen carbonate solution and then washed twice with water. The organic layer was concentrated and distilled under reduced pressure to give 2-ethyl-2-adamantyl methacrylate represented by the following formula:

Aufarbeitung

  1. customA solution was prepared
  2. customunder 10° C.
  3. additionwas added dropwise
  4. customunder 10° C.
  5. additionAfter the completion of addition
  6. stirringthe solution was stirred at room temperature for 12 hours
  7. customThen precipitated inorganic salts
  8. customwere removed by filtration
  9. washThe organic layer was washed with 5% aqueous sodium hydrogen carbonate solution
  10. washwashed twice with water
  11. concentrationThe organic layer was concentrated
  12. distillationdistilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-615dc07fbf1a43a4b60b86f8dee65035
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06348297B1

Verknüpfte Notizen

Wird geladen…