Methanol → 2,2-Dimethyl-4-((phenylmethoxy)methyl)-1,3-dioxolane

Temperature

80 °C

To a 1000 ml round-bottom flask fitted with a thermometer, a nitrogen-introducing tube, and a stirrer were added 132.2 g (1.0 mol) of 2,2-dimethyl-1,3-dioxolane-4-methanol, 202.5 g (1.05 mol) of a 28% methanol solution of sodium methoxide, and 600 ml of toluene. With introducing nitrogen thereinto, the toluene was refluxed under reduced pressure for 1 hour to remove the methanol by distillation. With maintaining the solution at 80° C., 126.6 g (1.0 mol) of benzyl chloride was added dropwise over a period of 2 hours using a dropping funnel, followed by further 2 hours of reaction. After completion of the reaction, the temperature was lowered to 60° C. and 10 g of KYOWAAD 600 was added thereto, followed by 1 hour of stirring. The reaction liquid was filtrated, the solvent was removed, and the residue was purified by distillation (b.p. 93-95° C./266 Pa) to obtain 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane.

1. customTo a 1000 ml round-bottom flask fitted with a thermometer
2. additiona nitrogen-introducing tube, and a stirrer
3. customto remove the methanol
4. distillationby distillation
5. customfollowed by further 2 hours of reaction
6. customAfter completion of the reaction
7. customwas lowered to 60° C.
8. addition10 g of KYOWAAD 600 was added
9. customThe reaction liquid
10. filtrationwas filtrated
11. customthe solvent was removed
12. distillationthe residue was purified by distillation (b.p. 93-95° C./266 Pa)

ORD record

ord-04875b4527034c489320265dac7e0f76

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08828373B2