Reaktion #463592

Reaktionsgleichung

1-O-tritylglycerol

t-butoxypotassium

oleyl p-toluenesulfonate

→

1,2-O-dioleyl-3-O-tritylglycerol

Ausbeute 73.0%

Lösungsmittel

xylene

—

ice water

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred under reduced pressure (20-30 mmHg) at ambient temperature for 30 minutes
2. 2
   workup.WAITat 50 for 1 hour
3. 3
   Extraktionextracted with ether
4. 4
   Waschenthe extract was washed with water
5. 5
   Sonstigedried
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by column chromatography silica gel/n-hexane-ethyl acetate)

Vorschrift

In 120 ml of xylene was dissolved 3.22 g (10 mmol) of 1-O-tritylglycerol, followed by addition of 3.36 g (30 mmol) of t-butoxypotassium under argon. After 5 minutes of stirring, 30 ml of a solution of 12.8 g (30 mmol) oleyl p-toluenesulfonate in xylene was added dropwise and the mixture was stirred under reduced pressure (20-30 mmHg) at ambient temperature for 30 minutes and, then, at 50 for 1 hour. The reaction mixture was then poured in ice-water and extracted with ether, and the extract was washed with water, dried, and concentrated. The residue was purified by column chromatography silica gel/n-hexane-ethyl acetate) to provide 6.10 g (73%) of 1,2-O-dioleyl-3-O-tritylglycerol.

Quelle