Hydrochloric Acid → HCID 57457957, compound

2.01 ml (18.7 mmol) of methyl malonyl chloride were added dropwise to a stirred, ice-cooled mixture of a solution of 2.43 g (17.0 mmol) of (2S)-2-(1-carboxyethyl)pyrrolidine [prepared as described in Tetrahedron Lett., 40, 2891–2894 (1999)] in 60 ml of dichloromethane and 2.61 ml (18.7 mmol) of triethylamine. After stirring the resulting mixture at the same temperature for 15 minutes and then at room temperature for 30 minutes, a saturated aqueous solution of sodium hydrogencarbonate was added. Subsequently, the resulting mixture was adjusted to pH 2 with concentrated hydrochloric acid and then extracted with a 4:1 by volume mixture of dichloromethane and isopropanol. The organic extract was washed with water, dried over anhydrous magnesium sulfate and then concentrated by evaporation under reduced pressure to afford 4.47 g (yield: quantitative) of the title compound as a pale brown oil.

1. temperaturecooled
2. waitat room temperature for 30 minutes
3. extractionextracted with a 4:1 by volume mixture of dichloromethane and isopropanol
4. extractionThe organic extract
5. washwas washed with water
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated by evaporation under reduced pressure

ORD record

ord-e1a8e307b24d4e3091da8fdf60bb2d00

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07122666B2