Dimethyl Carbonate → 4-{[(Prop-2-en-1-yl)oxy]methyl}-1,3-dioxolan-2-one

Temperature

60 °C

Into a 500 ml reaction vessel equipped with a Dean-Stark trap, a Dimroth condenser and a magnetic stirrer bar, 133 g (1 mol) of 1-allylglycerin, 300 ml of dimethyl carbonate, and 3 g (0.075 mol) of sodium hydroxide pellet were charged. The mixture was heated to 60° C., stirred for 30 minutes, and the temperature was then raised to 90° C. to remove a mixture of dimethyl carbonate and the methanol out of the reaction system until any distillate has been no longer distilled. The reaction mixture was cooled, and tetrahydrofuran was added thereto. After filtering off the precipitate, the filtrate was concentrated under reduced pressure to give 150.3 g (95% yield) of 4-allyloxymethyl-1,3-dioxolan-2-one.

1. customInto a 500 ml reaction vessel
2. customequipped with a Dean-Stark trap
3. temperaturethe temperature was then raised to 90° C.
4. customto remove
5. additiona mixture of dimethyl carbonate
6. distillationthe methanol out of the reaction system until any distillate has been no longer distilled
7. temperatureThe reaction mixture was cooled
8. additiontetrahydrofuran was added
9. filtrationAfter filtering off the precipitate
10. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-066d75cac12c489686728e89227fe425

Source dataset

uspto-grants-2001_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06201071B1