Lawesson's reagent → 2-AMINO-1-METHYL-2-THIOXOETHYL BENZOATE

To a solution of 2-amino-1-methyl-2-oxoethyl benzoate (10.0 g, 52.0 mmol) in 1,2-dimethoxyethane (90 mL) was added Lawesson's reagent (11.2 g, 27.7 mmol) at 0° C. and the reaction mixture was allowed to warm up to room temperature. The resulting mixture was stirred at room temperature for 24 hours and the precipitate was removed by filtration. The resulting solution was concentrated under reduced pressure to give a residue. The residue was dissolved in ethyl acetate and the solution was washed with brine. The organic solution was dried, and concentrated under reduced pressure to give a residue. The residue was purified by silica gel column chromatography (hexane-ethyl acetate=2:1) to obtain a crude crystal. The crude crystal was recrystallized from ethyl acetate-hexane to give a title compound (8.60 g, yield 79%).

1. customthe precipitate was removed by filtration
2. concentrationThe resulting solution was concentrated under reduced pressure
3. customto give a residue
4. washthe solution was washed with brine
5. customThe organic solution was dried
6. concentrationconcentrated under reduced pressure
7. customto give a residue
8. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate=2:1)
9. customto obtain a crude crystal
10. customThe crude crystal was recrystallized from ethyl acetate-hexane

ORD-Eintrag

ord-da76997e316e45358f09892541933022

Quelldatensatz

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07495018B2