Glycerol → HCID 22765517, compound

To 59.72 grams (0.655 moles) of anhydrous 1,2,3-propanetriol in a 500 milliliter 3-necked borosilicate flask equipped with a stirrer, a nitrogen inlet and a Vigreaux column, was added with constant stirring under a nitrogen atmosphere 97.9 (0.660 moles) of anhydrous triethylorthoformate and the reactants permitted to react for 6 hours. The reaction was carried out at atmospheric pressure, and at 130° C. ± 2° C. During the reaction, approximately a stoichiometric amount of ethanol was distilled from the reaction vessel. Next, the product was transferred to a 250 milliliter Bantam flask for vacuum fractionation over CaO, with the main fraction collected at 67°-85° C. under 0.5 millimeters of mercury. The fraction as analyzed by gas chromatography had a purity of 90% and it contained both the cis and trans isomers. An infrared analysis did not show any carbonyl peaks. Finally, the product was redistilled from triethylamine to yield pure monomer, 2-ethoxy-4-hydroxymethyl-1,3-dioxolane.

1. additiona Vigreaux column, was added
2. customto react for 6 hours
3. customat 130° C. ± 2° C
4. customDuring the reaction
5. distillationapproximately a stoichiometric amount of ethanol was distilled from the reaction vessel
6. customcollected at 67°-85° C. under 0.5 millimeters of mercury
7. distillationFinally, the product was redistilled from triethylamine

ORD record

ord-cbbb7cc9bf2e457981b18acc69a425d2

Source dataset

uspto-grants-1978_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04119579