Methanol → (2-Fluoro-6-(trifluoromethyl)phenyl)methanamine

HRID 1766040Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1766040
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:3]=1[C:4]#[N:5].CO>C1COCC1>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:11])([F:12])[F:13])[C:3]=1[CH2:4][NH2:5]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 1456132-Fluoro-6-(trifluoromethyl)benzonitrile

Produkt 1

HCID 2774790(2-Fluoro-6-(trifluoromethyl)phenyl)methanamineAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To 2-fluoro-6-(trifluoromethyl)benzonitrile (45 g, 0.238 mmol) in 60 mL of THF was added 1 M BH3:THF slowly at 60° C. and the resulting solution was refluxed overnight. The reaction mixture was cooled to ambient temperature. Methanol (420 mL) was added slowly and stirred well. The solvents were then evaporated and the residue was partitioned between EtOAc and water. The organic layer was dried over Na2SO4. Evaporation gave 4a as a yellow oil (46 g, 0.238 mmol). MS (CI) m/z 194.0 (MH+).

Aufarbeitung

  1. customThe solvents were then evaporated
  2. customthe residue was partitioned between EtOAc and water
  3. dry with materialThe organic layer was dried over Na2SO4
  4. customEvaporation

Quellen und Nachweise

ORD-Eintrag
ord-20ec6489a4d34c448c222a1783429dfb
Quelldatensatz
uspto-grants-2007_06
Patentnummer
US07229995B2

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