Reaktionsgleichung
[CH3:1][N:2]1[CH2:7][CH:6]2[CH2:8][CH:3]1[CH2:4][NH:5]2.F[C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1.C(N(CC)C(C)C)(C)C>C(#N)C>[CH3:1][N:2]1[CH2:7][CH:6]2[CH2:8][CH:3]1[CH2:4][N:5]2[C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1Komponenten
5
Versuchsvorschrift
A solution of 2-methyl-2,5-diaza-bicyclo[2.2.1]heptane (0.4402 g, 1.6 mmol), p-fluoro-nitrobenzene (0.56 mL, 5.4 mmol), N,N-diisopropylethylamine (0.84 mL, 4.82 mmol) in 5 mL of acetonitrile is heated at 100° C. overnight. After the solvent is removed, the residue is treated with saturated sodium bicarbonate solution and extracted with chloroform. The organic layer is washed with brine, dried over magnesium sulfate, filtered, and evaporated to dryness. The oil is washed with hexane to give a yellow solid, which is recrystallized from ethyl acetate/hexane to yield 0.246 g (65% yield) of 2-methyl-5-(4-nitro-phenyl)-2,5-diaza-bicyclo[2.2.1]heptane.
Aufarbeitung
- customAfter the solvent is removed
- additionthe residue is treated with saturated sodium bicarbonate solution
- extractionextracted with chloroform
- washThe organic layer is washed with brine
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customevaporated to dryness
- washThe oil is washed with hexane
- customto give a yellow solid, which
- customis recrystallized from ethyl acetate/hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-0c02f5d8e5b84e3980fef1c9ba841f10
- Quelldatensatz
- uspto-grants-2010_05
- Patentnummer
- US07713994B2
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