p-Toluenesulfonic acid → 1,3-dichloro-2-(methoxymethoxy)propane

1,3-Dichloro-2-propanol (10.0 g, 77.5 mmol) was dissolved in dimethoxymethane (150 ml), lithium bromide (20.2 g, 232.5 mmol) and p-toluenesulfonic acid (1.33 g, 7.8 mmol) were added, and the mixture was stirred at room temperature for 3 days. After completion of the reaction, the reaction mixture was neutralized and partitioned with 5% aqueous sodium hydrogencarbonate solution (50 ml) and dried over anhydrous magnesium sulfate. Anhydrous magnesium sulfate was filtered off and the filtrate was concentrated to give a crude title compound (12.44 g). The crude title compound was distilled under reduced pressure (15 mmHg, 83° C.) to give a pure title compound (7.7 g, yield 57.5%).

1. customAfter completion of the reaction
2. custompartitioned with 5% aqueous sodium hydrogencarbonate solution (50 ml)
3. dry with materialdried over anhydrous magnesium sulfate
4. filtrationAnhydrous magnesium sulfate was filtered off
5. concentrationthe filtrate was concentrated
6. customto give a crude title compound (12.44 g)
7. distillationThe crude title compound was distilled under reduced pressure (15 mmHg, 83° C.)

ORD record

ord-1301485f3a154a7488ab66b99f54a96d

Source dataset

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07605286B2