Reaktion #343149

Reaktionsgleichung

4-(hexadecyloxy)-1,2-butanediol

trityl chloride

→

desired compound

Ausbeute 109.0%

4-(Hexadecyloxy)-1-(triphenylmethoxy)-2-butanol

Ausbeute 109.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted three times with ether
2. 2
   Waschenwashed with ice cold 5% hydrochloric acid
3. 3
   Sonstigesaturated salt solution, dried
4. 4
   Sonstigeevaporated to dryness
5. 5
   workup.ADDITIONThe residue was mixed with petroleum ether
6. 6
   workup.WAITto stand 72 hours
7. 7
   Sonstigethe solid removed

Vorschrift

To a solution of 30 g of 4-(hexadecyloxy)-1,2-butanediol in 135 ml of dry pyridine was added 37.95 g of trityl chloride. The solution was allowed to stand under argon for 24 hours and was then poured into 700 ml of ice water and extracted three times with ether. The ether extracts were combined, washed with ice cold 5% hydrochloric acid, then saturated salt solution, dried and evaporated to dryness. The residue was mixed with petroleum ether, allowed to stand 72 hours, the solid removed and the mother liquor taken to dryness, giving 56.65 g of the desired compound as an oil.

Quelle