cyclooctanamine

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 84 g of diketene were added over 30 minutes to a stirred mixture of 127 g of cyclooctylamine and 800 ml of tetrahydrofuran cooled to -5° C. and the mixture was stirred for 4 hours at 20° C. and then evaporated to dryness under reduced pressure to obtain 210 g of N-cyclooctyl-acetylacetamide melting at 44° C. 63 g of the said product and 1 g of p-toluene sulfonic acid were added to a mixture of 150 ml of methanol and 40 g of methyl orthoformate and after stirring the mixture for 16 hours, 1.5 ml of quinoline were added thereto. The mixture was distilled to dryness under reduced pressure and the residual oil was dissolved in toluene. The solution was heated at 145° C. for 4 hours while distilling off a methanol-toluene azeotrope. The mixture was distilled to dryness under reduced pressure and the oil residue was chromatographed over silica gel. An 8-2 methylene chloride-acetone mixture was used as the eluant and the product was empasted with isopropyl ether to obtain 45 g of N-cyclooctyl-3-methoxy-crotonamide melting at 116° C. evaporated to dryness under reduced pressure

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 2-Fluoro-4-iodo-3-methylpyridine (700 mg) in cyclooctanamine (3.8 g) was heated at 130° C. overnight, cooled and diluted with dichloromethane. The resulting mixture was loaded onto a silica gel cartridge, eluting with 0-100% dichloromethane in hexanes to provide the title compound. cooled eluting with 0-100% dichloromethane in hexanes

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 300 mg (0.93 mmol) of perylene-3,4-dicarboxylic anhydride are reacted with 1.5 g (2.15 mmol) of cyclooctylamine and 3 g of imidazole under an argon inert atmosphere at 140° C. for 12 h as in 2c, and the reaction product is worked up and dried in a drying cabinet. To remove unreacted starting material, the product is boiled in 10 per cent potassium carbonate solution and washed with hot water until the filtrate run-off is colourless. The brown-red product is dried in a drying cabinet at 120° C. and then recrystallized by extraction with ethanol. Yield 290 mg (72%) of dark-red crystalline powder without solid fluorescence, m.p. 342°-343° C., Rf (CHCl3 /silica gel)=0.78. UV (CHCl3): λmax (ε)=506 nm (32000), 484 (32100), 264 (35200). Fluorescence (CHCl3) λmax (Irel)=511 nm, 542 (1), 573 (sh, 0.51). dried in a drying cabinet To remove unreacted washed with hot water until the filtrate The brown-red product is dried in a drying cabinet at 120° C. recrystallized by extraction with ethanol

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 300 mg (0.93 mmol) of perylene-3,4-dicarboxylic anhydride are reacted with 1.5 g (2.15 mmol) of cyclooctylamine and 3 g of imidazole under an argon inert atmosphere at 140° C. for 12 h as in 2c, and the reaction product is worked up and dried in a drying cabinet. To remove unreacted starting material, the product is boiled in 10 per cent potassium carbonate solution and washed with hot water until the filtrate run-off is colourless. The brown-red product is dried in a drying cabinet at 120° C. and then recrystallized by extraction with ethanol. Yield 290 mg (72%) of dark-red crystalline powder without solid fluorescence, m.p. 342°-343° C., Rf (CHCl3 /silica gel)=0.78. UV (CHCl3): λmax (ε)=506 nm (32000), 484 (32100), 264 (35200). Fluorescence (CHCl3) λmax (Irel)=511 nm, 542 (1), 573 (sh, 0.51). dried in a drying cabinet To remove unreacted washed with hot water until the filtrate The brown-red product is dried in a drying cabinet at 120° C. recrystallized by extraction with ethanol