Reaktion #171175

Reaktionsgleichung

(4S)-4-benzyl-1,3-thiazolidine-2-thione

propylene oxide

trifluoroacetic acid

→

title compound

(4S)-4-benzyl-1,3-thiazolidin-2-one

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvents were evaporated under reduced pressure
2. 2
   Sonstigeto obtain a residue which
3. 3
   Sonstigewas purified by column chromatography over silica gel using 20% ethyl acetate in hexane as eluant

Vorschrift

To a solution of (4S)-4-benzyl-1,3-thiazolidine-2-thione (38 g) in dichloromethane (350 mL) cooled to 0° C., propylene oxide (12.7 mL) and trifluoroacetic acid (14 mL) were added. After stirring the reaction mixture for 2 hours, the solvents were evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 20% ethyl acetate in hexane as eluant to afford the title compound (0.9 g). Mass (m/z): 194.18

Quelle