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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1910373Erstellt: 25. Oktober 2026

Methane → 3-Acetoacetoxyadamantan-1-yl methacrylate

https://huagongshe.com/reaction/1910373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethaneHCID 297—
Edukt2,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 79368—
Edukt3-Hydroxy-1-methacryloyloxyadamantaneHCID 11856523—
KatalysatorCyanophosHCID 17522—
LösungsmittelTolueneHCID 1140—
Produkt3-Acetoacetoxyadamantan-1-yl methacrylateHCID 8667407490%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

3-(Acetoacetyloxy)adamantyl methacrylate (AAHAMA) was prepared according to the following procedure. 65.6 g of 3-hydroxyadamantan-1-yl methacrylate (HAMA) (277.6 mmol) and 42.1 g of 95% pure 2,2,6-trimethyl-4H-1,3-dioxin-4-one (277.6 mmol) were mixed with 0.2 g of CYANOX® 1790 inhibitor in 400 ml of toluene. After refluxing (110° C.) for 4 hours, the reaction was cooled, 10 g of activated charcoal and 400 ml of toluene were added, and the mixture stirred overnight. After filtration, another 10 g of activated charcoal was added, and the mixture stirred for an additional 12 h., then filtered. The filtrate was concentrated and run through a silica gel flash column with ethyl acetate as eluant. The solvent was then removed to yield 80 g (90%) of 3-acetoacetoxyadamantan-1-yl methacrylate was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08603728B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-edabee4ed837410b9a8adf9a2ea4f15d
Quellennotizuspto-grants-2013_12