Reaktion #736885

Reaktionsgleichung

2-nitrobenzyl alcohol

triethylamine

triethylamine hydrochloride

Perfluorooctanoyl chloride

→

2-Nitrobenzyl perfluorooctanoate

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONDuring the addition
2. 2
   Sonstigeto rise to 50° C.
3. 3
   Sonstigeto precipitate
4. 4
   workup.ADDITIONAfter the addition
5. 5
   FiltrationThe reaction was filtered
6. 6
   Sonstigethe filtrate evaporated in vacuo
7. 7
   Sonstigeto give an oil which
8. 8
   Sonstigecrystallized
9. 9
   Temperaturon cooling in an ice bath (m.p. 34°-35° C.)
10. 10
    Sonstigegave a second fraction of oil which
11. 11
    Sonstigecrystallized
12. 12
    Temperaturon cooling

Vorschrift

Perfluorooctanoyl chloride (21.6 g, 0.05 mol) was added slowly with stirring to a solution of 2-nitrobenzyl alcohol (7.65 g, 0.05 mol) and triethylamine (5.2 g, 0.05 mol) in 100 ml benzene. During the addition, the temperature was allowed to rise to 50° C. and the triethylamine hydrochloride began to precipitate. After the addition was complete, the reaction was stirred an additional 30 minutes. The reaction was filtered and the filtrate evaporated in vacuo to give an oil which crystallized on cooling in an ice bath (m.p. 34°-35° C.). Benzene washings of the material retained on the filter paper gave a second fraction of oil which crystallized on cooling. Total yield was 11.97 g.

Quelle