Reaktion #1528327

Reaktionsgleichung

hexadecanolide

sodium hydroxide

→

16-hydroxy hexadecanoic acid

Ausbeute 97.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturreflux condenser
2. 2
   Temperaturthe reaction was cooled
3. 3
   Filtrationfiltered under vacuum
4. 4
   WaschenThe filtered solid was washed with diethyl ether
5. 5
   workup.ADDITIONbefore being added to water
6. 6
   FiltrationThe precipitated product was filtered under vacuum
7. 7
   Waschenwashed several times with water
8. 8
   Sonstigedried at 50°-60° C. under high vacuum

Vorschrift

A 5 liter three neck round bottom flask, equipped with a mechanical stirrer and reflux condenser, was charged with 300 g (1.16 moles) of 99% hexadecanolide, 1000 mls of 50% sodium hydroxide, 1500 mls of toluene and 5.6 g (0.01 6 moles) of 97% tetrabutylammonium hydrogen sulfate. The reaction mixture stirred at 85°-95° C. overnight, the reaction was cooled, and filtered under vacuum. The filtered solid was washed with diethyl ether before being added to water and acidified to pH=1.5 with concentrated hydrochloric acid. The precipitated product was filtered under vacuum, washed several times with water and dried at 50°-60° C. under high vacuum to give 353 g (1.2 moles) of 97% 16-hydroxy hexadecanoic acid.

Quelle