Acetic Acid → Phenol, 4-nitro-2-(trifluoromethyl)-

HRID 1393082

Reaktionsgleichung

Reaktionsgleichung von HRID 1393082
CO[C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][CH:6]=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].C(O)(=[O:18])C>Br>[N+:13]([C:4]1[CH:5]=[CH:6][C:7]([OH:18])=[C:8]([C:9]([F:12])([F:11])[F:10])[CH:3]=1)([O-:15])=[O:14]

Komponenten

4

Edukt 2

HCID 176Acetic AcidHCID 219358692-Methoxy-1-nitro-3-(trifluoromethyl)benzene

Produkt 1

HCID 3014014Phenol, 4-nitro-2-(trifluoromethyl)-Ausbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 260Hydrogen BromideLösungsmittel

Versuchsvorschrift

A solution of 6-methoxy-5-nitrobenzotrifluoride (24.73 g, 110.7 mmol) in acetic acid (260 ml) and aqueous HBr solution (62%, 130 ml) was heated to reflux for 96 h, cooled, evaporated and taken up in aqueous saturated NaHCO3 solution/Et2O (3×). The organic phases were washed with aqueous 10% NaCl, dried over Na2SO4 and evaporated to yield 19.27 g (83%) of 4-nitro-2-trifluoromethyl-phenol as yellow solid, MS: 207 (M+), MP: 103-104° C.

Aufarbeitung

  1. temperatureto reflux for 96 h
  2. temperaturecooled
  3. customevaporated
  4. washThe organic phases were washed with aqueous 10% NaCl
  5. dry with materialdried over Na2SO4
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c89a3a88ec1846418c848a90c9f9293a
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07345067B2

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