Reacción #736885

Ecuación de reacción

2-nitrobenzyl alcohol

triethylamine

triethylamine hydrochloride

Perfluorooctanoyl chloride

→

2-Nitrobenzyl perfluorooctanoate

Disolventes

benzene

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente