Acetyl chloride → 1-(2-Hydroxymethylpyrrolidin-1-yl)ethanone

2-(Hydroxymethyl)pyrrolidine (500 mg) was mixed with dichloromethane (5 ml), and TEA (0.9 ml) and acetyl chloride (407 mg) were added thereto at 0° C., followed by stirring at room temperature overnight. 8 M Potassium hydroxide was added to the reaction mixture, followed by stirring at room temperature for 1 hour. The reaction mixture was extracted by the addition of water and CHCl3/MeOH (4:1), the organic layer was washed with water and saturated brine, and dried over anhydrous Na2SO4, and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (MeOH/CHCl3) to obtain 1-[2-(hydroxymethyl)pyrrolidin-1-yl]ethanone (442 mg).

1. additionwere added
2. customat 0° C.
3. stirringby stirring at room temperature for 1 hour
4. extractionThe reaction mixture was extracted by the addition of water and CHCl3/MeOH (4:1)
5. washthe organic layer was washed with water and saturated brine
6. dry with materialdried over anhydrous Na2SO4
7. concentrationthe solvent was concentrated under reduced pressure
8. customThe obtained residue was purified by silica gel column chromatography (MeOH/CHCl3)

ORD record

ord-79053b708b2d43bbbcdcaa41981c0e39

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08716470B2