N-甲基辛胺

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 9.23 g. of 3-nitro-4-chloro-benzophenone, 10 ml. of ethanol and 10.3 g. of N-methyl-N-octylamine is stirred at 80° to 85°C for 30 minutes, and then the mixture is poured onto 100 ml. of ice water. The aqueous phase is extracted with 2×75 ml. of benzene. The benzene phases are combined, washed with distilled water until chloride-free, dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo. 11.57 g. of 3-nitro-4-(N-methyl-N-octylamino)-benzophenone are obtained in the form of an oily residue. On the basis of thin layer chromatographical examination, a pure, uniform product is obtained. A mixture of 9.23 g the mixture is poured onto 100 ml The aqueous phase is extracted with 2×75 ml washed with distilled water until chloride-free dried over anhydrous magnesium sulphate filtered evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Sodium borohydride (6.62 g) was added in portions to propionic acid (52.5 ml), cooled to 5°, maintaining the temperature below 20°. N-methyloctylamine (5 g) was added dropwise, keeping the temperature at 20°. The reaction was stirred at 80° for 3 hours, cooled and basified with 2N sodium hydroxide. The aqueous solution was extracted with dichloromethane (2×75 ml). The combined extracts were dried with anhydrous magnesium sulphate and evaporated to dryness. The resulting oil was purified by column chromatography to give N-methyl-N-propyloctylamine as a colourless oil (4.09 g, 63%). cooled to 5° maintaining the temperature below 20° at 20° cooled The aqueous solution was extracted with dichloromethane (2×75 ml) The combined extracts were dried with anhydrous magnesium sulphate evaporated to dryness The resulting oil was purified by column chromatography

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Sodium borohydride (6.62 g) was added in portions to propionic acid (52.5 ml), cooled to 5°, maintaining the temperature below 20°. N-methyloctylamine (5 g) was added dropwise, keeping the temperature at 20°. The reaction was stirred at 80° for 3 hours, cooled and basified with 2N sodium hydroxide. The aqueous solution was extracted with dichloromethane (2×75 ml). The combined extracts were dried with anhydrous magnesium sulphate and evaporated to dryness. The resulting oil was purified by column chromatography to give N-methyl-N-propyloctylamine as a colourless oil (4.09 g, 63%). cooled to 5° maintaining the temperature below 20° at 20° cooled The aqueous solution was extracted with dichloromethane (2×75 ml) The combined extracts were dried with anhydrous magnesium sulphate evaporated to dryness The resulting oil was purified by column chromatography

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 523 g of the benzene sulfonamide of octylamine are dissolved in 1500 cc of anhydrous xylene. There are then introduced, with agitation, 835 cc of a 2.4 N ethanolic solution of sodium ethylate. The ethanol is then eliminated by distillation. While agitating the reaction mixture and maintaining its temperature at 100°-110° C., there are introduced over a one hour period 385 cc of methyl sulfate. The resulting mixture is heated at reflux for 4 hours. After cooling, the mineral salts formed are removed by filtration. There are then added to the filtrate 1500 cc of a concentrated aqueous solution of NaOH. The resulting mixture is decanted and the xylenic phase is washed 4 times with 1000 cc of water and then concentrated. The residue obtained is added to a mixture of 1400 g of concentrated sulfuric acid and about 560 g of crushed ice. The resulting mixture is then brought, with agitation, to 160° C. for 16 hours. After cooling, the reaction mixture is poured onto 3 kg of crushed ice and made alkaline by the addition of 3500 cc of a concentrated aqueous solution of NaOH, which is then extracted three times with 2000 cc of ethyl acetate. The organic phase is then washed with water, dried and concentrated under reduced pressure. The residue is distilled and the fraction distilling at 45°-50° C. under 0.2 mm Hg is recovered. The ethanol is then eliminated by distillation maintaining its temperature at 100°-110° C. there are introduced over a one hour period 385 cc of methyl sulfate The resulting mixture is heated at reflux for 4 hours After cooling the mineral salts formed are removed by filtration There are then added to the filtrate 1500 cc of a concentrated aqueous solution of NaOH The resulting mixture is decanted the xylenic phase is washed 4 times with 1000 cc of water concentrated The residue obtained After cooling is then extracted three times with 2000 cc of ethyl acetate The organic phase is then washed with water dried concentrated under reduced pressure The residue is distilled the fraction distilling at 45°-50° C. under 0.2 mm Hg is recovered

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 182.6 mg (0.43 mmol) of the product of Example 204, 183 mg of molecular sieves and 105.8 mg (0.65 mmol) of 1,1'-dicyclohexylcarbodiimidazole in 4 ml THF was stirred for 1 h under nitrogen. A solution of N-methyloctylamine in 0.5 ml THF was then added to the reaction and the mixture was stirred for 18 hr at room temperature. The resulting mixture was filtered and the filtrate was diluted with ethyl acetate, washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with EtOAc/Hexane (1:1) to provide 200 mg (84%) of the desired product as a colorless oil. Electrospray Mass Spec 545(M+H). the mixture was stirred for 18 hr at room temperature The resulting mixture was filtered the filtrate was diluted with ethyl acetate washed with water and brine dried over MgSO4 filtered concentrated in vacuo The residue was chromatographed on silica gel eluting with EtOAc/Hexane (1:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 9.23 g. of 3-nitro-4-chloro-benzophenone, 10 ml. of ethanol and 10.3 g. of N-methyl-N-octylamine is stirred at 80° to 85° C for 30 minutes, and then the mixture is poured onto 100 ml. of ice water. The aqueous phase is extracted with 2x75 ml. of benzene. The benzene phases are combined, washed with distilled water with chloride-free, dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo. 11.57 g. of 3-nitro-4-(N-methyl-N-octylamino)-benzophenone are obtained in the form of an oily residue. On the basis of thin layer chromatographical examination, a pure, uniform product is obtained. A mixture of 9.23 g the mixture is poured onto 100 ml The aqueous phase is extracted with 2x75 ml washed with distilled water with chloride-free dried over anhydrous magnesium sulphate filtered evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To 186.3 grams (0.5 moles) of the tris-trimethylsiloxy-3-chloropropylsilane in 250 gm. of 2-butanone is added 71.5 grams (0.5 moles) of methyloctylamine. The mixture is heated in an autoclave under 200 psi. nitrogen to 130° C. for 18 hours. The 2-butonone is removed from the product by distillation and the residue is added to two liters of hexane. An excess of trimethylamine (anhydrous gas) is added and the mixture is allowed to stir for 16 hours. Filtration to remove the trimethylamine hydrochloride salt, and short path distillation of the filtrate yields tris-trimethylsiloxy-3-octylmethylaminopropylsilane. The mixture is heated in an autoclave under 200 psi The 2-butonone is removed from the product by distillation the residue is added to two liters of hexane An excess of trimethylamine (anhydrous gas) is added Filtration to remove the trimethylamine hydrochloride salt, and short path distillation of the filtrate

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 9.23 g. of 3-nitro-4-chloro-benzophenone, 10 ml. of ethanol and 10.3 g. of N-methyl-N-octylamine is stirred at 80° to 85° C. for 30 minutes, and then the mixture is poured onto 100 ml. of ice water. The aqueous phase is extracted with 2×75 ml. of benzene. The benzene phases are combined, washed with distilled water until chloride-free, dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo. 11.57 g. of 3-nitro-4-(N-methyl-N-octylamino)-benzophenone are obtained in the form of an oily residue. On the basis of thin layer chromatographical examination, a pure, uniform product is obtained. A mixture of 9.23 g the mixture is poured onto 100 ml The aqueous phase is extracted with 2×75 ml washed with distilled water until chloride-free dried over anhydrous magnesium sulphate filtered evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir: