Pyridine → HCID 11030711, compound

To a mixture of 2-acetylaminoethanol (20.0 g), pyridine (15.3 g) and tetrahydrofuran (100 ml), a solution of chloromethyl chloroformate (25.2 g) in tetrahydrofuran (50 ml) was added dropwise under ice cooling over the period of 30 minutes. After stirring at room temperature for 16 hours, the resulting solid was removed off by filtration and washed with tetrahydrofuran (30 ml). The filtrate and the washing were combined, and concentrated under reduced pressure. To the residue, ethyl acetate (300 ml) and water (100 ml) were added and the organic layer was separated. The aqueous layer was extracted twice with a mixture of ethyl acetate (150 ml) and tetrahydrofuran (50 ml). The organic layers were combined, washed with a saturated sodium chloride aqueous solution (100 ml), and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by subjecting to silica gel chromatography (silica gel 240 g, eluent: ethyl acetate-hexane=1:1→ethyl acetate) to obtain [2-(acetylamino)ethyl] chloromethyl carbonate (32.4 g) as a colorless oil.

1. customthe resulting solid was removed off by filtration
2. washwashed with tetrahydrofuran (30 ml)
3. concentrationconcentrated under reduced pressure
4. additionTo the residue, ethyl acetate (300 ml) and water (100 ml) were added
5. customthe organic layer was separated
6. extractionThe aqueous layer was extracted twice with a mixture of ethyl acetate (150 ml) and tetrahydrofuran (50 ml)
7. washwashed with a saturated sodium chloride aqueous solution (100 ml)
8. dry with materialdried over anhydrous magnesium sulfate
9. distillationThe solvent was distilled off under reduced pressure
10. customThe residue was purified

ORD record

ord-e47fcca3471f4e28b0bf5d5009cf735e

Source dataset

uspto-grants-2002_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06407129B1