Lithium Hydroxide → Diethyl 2-benzoylamino-2-(2-phenylsulfanylethyl)malonate

A solution comprised of sodium iodide (7.9 g, 52.7 mmol) and 2-chloroethyl phenyl sulfide (4.7 g, 27.2 mmol) in acetone (40 mL) was refluxed for 15 hours. The reaction mixture was cooled, diluted with ice water and extracted with ethyl acetate. The extract was concentrated and the residue was combined with N-methylpyrrolidone (20 mL), lithium hydroxide (1.6 g, 67 mmol) and diethyl 2-benzoylaminomalonate (5 g, 18 mmol). The mixture was stirred at ambient temperature of 15 hours and then poured into cold water. The product was extracted with ethyl acetate and purified by silica gel chromatography to provide diethyl 2-benzoylamino-2-(2-phenylsulfanylethyl)malonate (1.316 g, 3.2 mmol).

1. temperaturewas refluxed for 15 hours
2. temperatureThe reaction mixture was cooled
3. extractionextracted with ethyl acetate
4. concentrationThe extract was concentrated
5. extractionThe product was extracted with ethyl acetate
6. custompurified by silica gel chromatography

ORD-Eintrag

ord-2d69693921f947ef9869edd189980690

Quelldatensatz

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06492362B1