Reaktion #344858

Reaktionsgleichung

dimethyldioxirane

2,6-diphenyl-4-piperidyl laurate

→

title compound

Ausbeute 78.0%

1-Hydroxy-2,6-diphenylpiperidin-4-yl Laurate

Ausbeute 78.0%

Lösungsmittel

acetone

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe reaction mixture is concentrated under reduced pressure
2. 2
   Sonstigethe residue is recrystallized from methanol

Vorschrift

A solution of 590 mL (27.7 mmol) of dimethyldioxirane, 0.047M in acetone (prepared by the procedure of Eaton and Wicks, J. Org. Chem. 1988, 53, 5353) is added via a cannula to a 0° C. solution of 12.1 g (27.7 mmol) of 2,6-diphenyl-4-piperidyl laurate in 200 mL of acetone. After stirring for 10 minutes at 0° C.; the reaction mixture is concentrated under reduced pressure and the residue is recrystallized from methanol to yield 9.7 g (78% yield) of the title compound as a white solid: mp 89°-90° C.

Quelle