Carbon Dioxide → 5,5-Dimethyl-1,3-dioxan-2-one

HRID 1493685

Reaktionsgleichung

[C:1](Cl)(Cl)=[O:2].[CH3:5][C:6]([CH3:11])([CH2:9][OH:10])[CH2:7][OH:8].Cl.C(=O)=O>ClCCl>[CH3:5][C:6]1([CH3:11])[CH2:9][O:10][C:1](=[O:2])[O:8][CH2:7]1

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

198 g (2.00 mol) phosgene were introduced over a period of 1,5 h at 0° to 5° C. into a suspension of 208 g (2.00 mol) 2,2-dimethylpropane-1,3-diol and 600 ml dry dichloromethane, followed by stirring at that temperature until the initially vigorous evolution of hydrogen chloride had abated. The discharge of phosgene was prevented by an effective reflux condenser (dry ice). The solvent was then removed in vacuo, 500 mg (0.2% by weight) imidazole and 500 ml toluene were added and the reaction was completed by slowly increasing the temperature to 110° C. until the evolution of hydrogen chloride had stopped (3 hours). Residues of hydrogen chloride were then removed by application of a low vacuum. Removal of the toluene and fractionation of the residue in vacuo left 121 g (93%) of a solid product (boiling point 142° to 146° C./10 mbar). Recrystallization from ethyl acetate gave 117 g (90%) of product (Mp. 108° to 109° C.). Further working up is unnecessary.

Aufarbeitung

customThe solvent was then removed in vacuo, 500 mg (0.2% by weight) imidazole and 500 ml toluene
additionwere added
custom(3 hours)
customResidues of hydrogen chloride were then removed by application of a low vacuum
customRemoval of the toluene and fractionation of the residue in vacuo
waitleft 121 g (93%) of a solid product (boiling point 142° to 146° C./10 mbar)
customRecrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag: ord-17bd2626295c4c36adffac6f5793412e
Quelldatensatz: uspto-grants-1991_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05023346

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