Glycerol → 1,3-Dioxolane-4-methanol, 2-ethyl-2-methyl-

Temperature

60 °C

In a reaction vessel having a capacity of 3 L and equipped with a thermometer, a reflux condenser, a Dean-Stark trap, a calcium chloride tube and a stirrer, methyl ethyl ketone (400 g, 5,547 mol), glycerin (561.91 g, 6.102 mol), paratoluene-sulfonic acid monohydrate (21.10 g, 0.1109 mol) and hexane (400 mL) were charged. The contents were heated under stirring and a reaction was conducted at 67 to 74° C. for 30 hours to distill off a calculated amount of water. After completion of the reaction, the reaction mixture was cooled to 60° C., followed by the addition of sodium carbonate (23.51 g, 0.2218 mol) for neutralization. After the resulting mixture was stirred at 60° C. for 30 minutes, the temperature was gradually raised up to 120° C. to recover hexane (400 mL). Filtration was then conducted to obtain the titled product in a crude form (894.74 g). Using a Biglew tube (20 cm×1.5 cm in diameter), distillation was conducted under reduced pressure to obtain the titled compound (725.14 g, yield: 89.4%). By a gas chromatographic analysis, the purity of the compound was found to be 99.1 wt. %. b.p. 101 to 104° C./17 mmHg.

1. customIn a reaction vessel having
2. customa capacity of 3 L and equipped with a thermometer, a reflux condenser
3. temperatureThe contents were heated
4. distillationto distill off a calculated amount of water
5. customAfter completion of the reaction
6. stirringAfter the resulting mixture was stirred at 60° C. for 30 minutes
7. temperaturethe temperature was gradually raised up to 120° C.
8. customto recover hexane (400 mL)
9. filtrationFiltration

ORD record

ord-7bcae3e6bd9b402eb284faa48332f3f4

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06657089B1