2-Hydroxyethyl Methacrylate → 4-Methyl-(2-methacryloyloxyethyl)hexahydrophthalic acid

HRID 590945

Reaktionsgleichung

[CH3:1][C:2]12[CH2:12]CCC[CH:3]1[C:4]([O:6][C:7]2=[O:8])=O.[CH3:13][CH:14]1[CH2:19][CH2:18][CH:17]2[C:20]([O:22][C:23](=[O:24])[CH:16]2[CH2:15]1)=[O:21].[OH:25]CCOC(=O)C(C)=C>CN(C)C1C=CN=CC=1>[CH3:13][CH:14]1[CH2:19][CH2:18][C:17]([CH2:3][CH2:4][O:6][C:7](=[O:8])[C:2]([CH3:12])=[CH2:1])([C:20]([OH:25])=[O:21])[CH:16]([C:23]([OH:22])=[O:24])[CH2:15]1

Komponenten

Reaktionsbedingungen

Temperatur: 95 °C

Versuchsvorschrift

2-Methyl-hexahydrophthalic anhydride (Also known as 4-methyl-1,2-cyclohexanedicarboxylic anhydride; 210.0 g, 1.25 mol, CAS #19438-60-9, Alfa Aesar, lot B04w039), 4-(dimethylamino)pyridine (DMAP, 7.5 g, 0.06 mol, CAS #1122-58-3, Alfa Aesar, lot L125009), 2-hydroxyethylmethacrylate (HEMA, 162.5 g, 1.25 mol, and butylated hydroxytoluene (BHT, 0.380 g) were charged into a 1-liter 3-neck reaction flask equipped with a mechanical stirrer, a thermocouple connected to a temperature controller, a dry air stream running through a T-shape connection into the reactor then to an oil bubbler, and a heating mantle. The mixture was continuously stirred at 95° C. for 5 hours. The heat was turned off and the flask contents were allowed to cool to room temperature to give 4-methyl-(2-methacryloyloxyethyl)hexahydrophthalic acid intermediate as a colorless viscous liquid. Structure was confirmed by NMR.

Aufarbeitung

customequipped with a mechanical stirrer
temperatureto cool to room temperature

Quellen und Nachweise

ORD-Eintrag: ord-222968c009a4419199ad1364d2fb2a69
Quelldatensatz: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09237990B2

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