Reaktion #214910

Reaktionsgleichung

6-(3,5-dioxomorpholino)hexyl p-toluenesulfonate

4-benzhydrylpiperidine

→

4-[6-(4-benzhydrylpiperidino)hexyl]-3,5-dioxomorpholine

Ausbeute 149.6%

Lösungsmittel

tertiary-butyl alcohol

tertiary butyl alcohol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated
2. 2
   Temperaturat reflux temperature for about 22 hours
3. 3
   Sonstigethe solvent removed by vaporization

Vorschrift

To a solution of 9.75 grams (26.39 millimoles) of 6-(3,5-dioxomorpholino)hexyl p-toluenesulfonate (prepared as described in Example IX) in 160 milliliters of warm tertiary butyl alcohol was added portionwise at temperatures in the range of 30°-32° C. over a period of about 23 minutes, 63 grams (26.38 millimoles) of 4-benzhydrylpiperidine in 160 milliliters of tertiary-butyl alcohol. The reaction mixture was heated at reflux temperature for about 22 hours and thereafter the solvent removed by vaporization to obtain 17.7 grams of a 4-[6-(4-benzhydrylpiperidino)hexyl]-3,5-dioxomorpholine product as a yellow oil. Crystallization (twice) from ethyl acetate produced 4.19 grams of white crystals, m.p., 121°-124.5° C. and having NMR, UV and IR spectral characteristics appropriate for the product.

Quelle