Reaktion #832897

Reaktionsgleichung

octadecanoyl chloride

3'-Methoxybenzoin

hexadecanesulfonate

Compound 14

hexadecanesulfonate

perfluorooctanoate

Compound 15

perfluorooctanoate

benzoin

→

3'-Methoxybenzoin octadecanoate

Lösungsmittel

toluene

triethylamine

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled (ice bath)
2. 2
   Sonstigewas continued with ice bath
3. 3
   Temperaturcooling for one hour
4. 4
   FiltrationThe reaction mixture was then filtered free of precipitated amine salt
5. 5
   Sonstigethe filtrate was evaporated
6. 6
   Sonstigeto give an oil which
7. 7
   Sonstigeto give a low melting solid

Vorschrift

3'-Methoxybenzoin (5 g, 0.021 mol) was dissolved in 200 ml of toluene containing one equivalent of triethylamine. One equivalent of octadecanoyl chloride in 20 ml of toluene was added slowly to the cooled (ice bath) stirred benzoin solution. Stirring was continued with ice bath cooling for one hour. The reaction mixture was then filtered free of precipitated amine salt and the filtrate was evaporated to give an oil which solidified to give a low melting solid. The hexadecanesulfonate (Compound 14) and perfluorooctanoate (Compound 15) (m.p. 55°-58° C.) esters were similarly prepared from the corresponding acid chlorides.

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