Boron tribromide → Phenol, 5-chloro-2-nitro-

HRID 440650

Reaktionsgleichung

Reaktionsgleichung von HRID 440650
B(Br)(Br)Br.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[C:10]([O:12]C)[CH:11]=1>C(Cl)Cl>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]([N+:14]([O-:16])=[O:15])=[C:10]([OH:12])[CH:11]=1

Komponenten

4

Edukt 2

HCID 25134Boron tribromideHCID 811105-Chloro-2-nitroanisole

Produkt 1

HCID 11900Phenol, 5-chloro-2-nitro-Ausbeute 90,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A 1M solution of boron tribromide in methylene chloride (400 mL, 0.40 mole) was cooled to -20° C. A solution of 37.5 g (0.20 mole) of 5-chloro-2-nitroanisole in 200 mL of methylene chloride was added slowly to the first solution. Upon completion of addition, the mixture was allowed to warm to ambient temperature at which it stirred for about 16 hours. At the conclusion of this period the reaction mixture was poured into ice water. The organic layer was separated from the aqueous layer and was evaporated under reduced pressure, leaving 31.40 g of 5-chloro-2-nitrophenol as a solid residue, m.p. 38°-39° C.

Aufarbeitung

  1. additionUpon completion of addition
  2. customThe organic layer was separated from the aqueous layer
  3. customwas evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-37fa2d71589d41f490cc9af9baa1e593
Quelldatensatz
uspto-grants-1996_05
Patentnummer
US05521147

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