Potassium Carbonate → 3,4-Bis(2,2,2-trifluoroethoxy)nitrobenzene

HRID 2412332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2412332
[C:1](=[O:4])([O-])[O-].[K+].[K+].FC(F)(F)S([O:12][CH2:13][C:14]([F:17])([F:16])[F:15])(=O)=O.[N+:20]([C:23]1[CH:24]=[C:25](O)[C:26](=[CH:28][CH:29]=1)O)([O-:22])=[O:21]>CC(C)=O>[F:17][C:14]([F:15])([F:16])[CH2:13][O:12][C:28]1[CH:29]=[C:23]([N+:20]([O-:22])=[O:21])[CH:24]=[CH:25][C:26]=1[O:4][CH2:1][C:14]([F:17])([F:16])[F:15]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 35051094-Nitrocatechol

Produkt 1

HCID 133704333,4-Bis(2,2,2-trifluoroethoxy)nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

To a refluxing mixture of 12.7 g (0.092 mole) of potassium carbonate, 21.3 g. (0.092 mole) of 2,2,2-trifluoroethyl trifluoromethanesulfonate and 62 ml. of acetone is added dropwise 6.2 g. (0.040 mole) of 4-nitrocatechol in 62 ml. of acetone over about 2.5 hours. Refluxing is continued for a total of 24 hours, then the solution is evaporated. The residue is mixed with equal volumes of water and diethyl ether. The ether layer is separated, washed with water and saturated sodium chloride solution and dried. Evaporation provides crude 3,4-bis(2,2,2-trifluoroethoxy)nitrobenzene. Chromatographic purification on a silica gel column is effected by eluting with mixtures of chloroform and hexane. Recrystallization from cyclohexane with a small amount of benzene provides solid product, m.p. 63°-65° C.

Aufarbeitung

  1. temperatureRefluxing
  2. customis continued for a total of 24 hours
  3. customthe solution is evaporated
  4. additionThe residue is mixed with equal volumes of water and diethyl ether
  5. customThe ether layer is separated
  6. washwashed with water and saturated sodium chloride solution
  7. customdried
  8. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-a2c1c22ccc03492188752860682324a1
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04491584

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