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Chloride → HCID 58960754, Verbindung

HRID 970064
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 970064
[C:1]([CH2:3]Br)#[N:2].[CH:5]12[CH2:14][CH:9]3[CH2:10][CH:11]([CH2:13][CH:7]([CH2:8]3)[C:6]1=[O:15])[CH2:12]2.[Cl-]>C1(C)C=CC=CC=1>[C:6]([O:15][C:6]1([CH2:3][C:1]#[N:2])[CH:7]2[CH2:13][CH:11]3[CH2:10][CH:9]([CH2:14][CH:5]1[CH2:12]3)[CH2:8]2)(=[O:15])[C:5]([CH3:14])=[CH2:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 312ChlorideHCID 11534BromoacetonitrileHCID 64151Adamantanone

Produkt 1

HCID 58960754HCID 58960754, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

A three-neck flask under nitrogen is charged with 100 mL toluene and 1 gm of cyanomethylbromide (CNCH2Br) and cooled with an ice bath. A slight molar excess of Mg is added to the toluene and the mixture stirred until completion of formation of the Grignard reagent. A molar equivalent of 2-adamantanone is then added to the reaction mixture and stirring continued for 30 minutes or more while warming to room temperature. The reaction mixture is then again cooled with an ice bath and a slight molar excess of methacrylol chloride is added dropwise. When the acid chloride addition is complete, the ice bath is removed and stirring continued at room temperature until reaction completion. The resulting 2-cyanomethyl-2-adamantyl methacrylate can be isolated and purified by extraction and/or chromatography.

Aufarbeitung

  1. temperaturecooled with an ice bath
  2. waitcontinued for 30 minutes or more
  3. temperatureThe reaction mixture is then again cooled with an ice bath
  4. customthe ice bath is removed
  5. stirringstirring
  6. customcontinued at room temperature until reaction completion

Quellen und Nachweise

ORD-Eintrag
ord-01393050fe9644e1b8218a95ccacd09b
Quelldatensatz
uspto-grants-2007_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07309750B2

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