Reaktionsgleichung
[C:1]([O:6][C:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][C:9]([OH:17])([CH2:10]3)[CH2:8]1)[CH2:14]2)(=[O:5])[C:2]([CH3:4])=[CH2:3].CC1(C)[O:24][C:23](=O)[CH:22]=[C:21]([CH3:26])[O:20]1.C>C1(C)C=CC=CC=1.COP(OC1C=CC(C#N)=CC=1)(OC)=S>[C:1]([O:6][C:7]12[CH2:14][CH:13]3[CH2:12][CH:11]([CH2:10][C:9]([O:17][C:23](=[O:24])[CH2:22][C:21]([CH3:26])=[O:20])([CH2:15]3)[CH2:8]1)[CH2:16]2)(=[O:5])[C:2]([CH3:4])=[CH2:3]Komponenten
Reaktionsbedingungen
- Temperatur
- 110 °C
Versuchsvorschrift
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.
Aufarbeitung
- custom3-(Acetoacetyloxy)adamantyl methacrylate (AAHAMA) was prepared
- temperaturethe reaction was cooled
- filtrationAfter filtration
- additionanother 10 g of activated charcoal was added
- stirringthe mixture stirred for an additional 12 h.
- filtrationfiltered
- concentrationThe filtrate was concentrated
- customThe solvent was then removed
Quellen und Nachweise
- ORD-Eintrag
- ord-edabee4ed837410b9a8adf9a2ea4f15d
- Quelldatensatz
- uspto-grants-2013_12
- Patentnummer
- US08603728B2
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