Pyridine → HCID 57104612, compound

(R)-Glycerol acetonide (10 g) was dissolved in anhydrous ether (200 ml) and, after adding pyridine (6.6 g) at −10° C., a solution of chloromethyl chloroformate (10.7 g) in anhydrous ether (20 ml) was added dropwise over the period of 10 minutes. After the reaction mixture was stirred at room temperature for 20 hours, the deposited pyridine hydrochloride was removed by filtration. The filtrate was washed with a saturated sodium chloride aqueous solution (200 ml×2), and then dried over anhydrous magnesium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by subjecting it to silica gel chromatography (eluent: hexane→ethyl acetate/hexane=1/5 →ethyl acetate/hexane=3/5) to obtain chloromethyl [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl carbonate (17 g) as a colorless oily product.

1. customthe deposited pyridine hydrochloride was removed by filtration
2. washThe filtrate was washed with a saturated sodium chloride aqueous solution (200 ml×2)
3. dry with materialdried over anhydrous magnesium sulfate
4. customThe residue obtained
5. distillationby distilling off the solvent under reduced pressure
6. customwas purified

ORD record

ord-d3909f49b94a486ba7a10128dc04f64a

Source dataset

uspto-grants-2003_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06583164B1