Hydrochloric Acid → 5,5-Dimethyl-2-vinyl-1,3-dioxane

Temperature

30 °C

2-Ethenyl-5,5-dimethyl-1,3-dioxane was prepared by adding 15.4 g. of acrolein (9.275 mole) and 26.0 g. (0.25 mole) 2,2-dimethyl-1,3-propanediol to a 100 ml. round bottom flask equipped with magnetic stir bar and thermocouple. Hydrochloric acid (0.1 ml. 37%) was added to the reduction and the temperature dropped to about 5° C. After all of the diol was dissolved, the reaction exothermed to approximately 45° C. After the reaction was cooled to 30° C., the mixture was placed in a separatory funnel. The lower aqueous layer was removed and the organic layer simultaneously neutralized and dried with excess sodium carbonate (anhydrous). The material was filtered and distilled (Bp 40° C. at 10 mm/Hg) to give a water clear liquid.

1. additionby adding 15.4 g
2. customround bottom flask equipped with magnetic stir bar
3. additionthe temperature dropped to about 5° C
4. customthe reaction exothermed to approximately 45° C
5. customthe mixture was placed in a separatory funnel
6. customThe lower aqueous layer was removed
7. dry with materialdried with excess sodium carbonate (anhydrous)
8. filtrationThe material was filtered
9. distillationdistilled (Bp 40° C. at 10 mm/Hg)
10. customto give a water clear liquid

ORD record

ord-879ca0314eb640058caedbc71252d075

Source dataset

uspto-grants-1988_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04741804