Nitric Acid → 2,5-Bis(2,2,2-trifluoroethoxy)nitrobenzene

To 58.1 g. (0.212 mole) of 1,4-bis(2,2,2-trifluoroethoxy)benzene in 400 ml. of trifluoroacetic acid is added dropwise with stirring 13.7 ml. of concentrated nitric acid over 3.5 hours at 25°±2° C. Stirring is continued for 24 hours, then the mixture is concentrated to one-third the original volume. The concentrate is poured into 600 ml. of water, and the resulting solution is extracted twice with diethyl ether. The ether solution is washed thrice with saturated sodium chloride solution, then with dilute sodium hydroxide solution until the washings are basic. The solution is washed again with saturated sodium chloride solution, dried and evaporated. The liquid residue is distilled to provide 2,5-bis(2,2,2-trifluoroethoxy)nitrobenzene as a clear, pale yellow liquid, b.p. 116°-119° C./0.35 mm Hg.

1. stirringStirring
2. concentrationthe mixture is concentrated to one-third the original volume
3. additionThe concentrate is poured into 600 ml
4. extractionof water, and the resulting solution is extracted twice with diethyl ether
5. washThe ether solution is washed thrice with saturated sodium chloride solution
6. washThe solution is washed again with saturated sodium chloride solution
7. customdried
8. customevaporated
9. distillationThe liquid residue is distilled

ORD record

ord-55f80f33e1624e3eaa25186c0d7940d4

Source dataset

uspto-grants-1985_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04491584