1-benzoylazepan-2-one

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

実験手順: The comparison involves using soda instead of the Hunig base: 226.3 g of ε-caprolactam, 159.0 g of sodium carbonate and 1290 g of toluene are introduced into a 4 1 l flask. Under reflux, 281.1 g of benzoyl chloride are added dropwise over the course of 2 h at a rate such that CO2 evolution proceeds in a controlled manner. The mixture is then refluxed for a further 4 h. The reaction mixture is cooled to room temperature using water cooling (for about 15 min.), admixed with 500 g of water and vigorously stirred, and the aqueous phase is then separated off in a separating funnel. The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven, giving pale oil, which crystallizes upon cooling. M.p.: 69° C. The N-benzoylcaprolactam is obtained in a yield of 88% and a purity of 98%. The CO2 produced must be collected and disposed of separately. Under reflux The mixture is then refluxed for a further 4 h the aqueous phase is then separated off in a separating funnel The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven giving pale oil, which crystallizes upon cooling

反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification. fitted with stirrer and then increased further to 110° C stirred the precipitated benzoylcaprolactam is filtered off dried

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 140 g of sulfuric acid are added dropwise in the course of half an hour to a liquid mixture of N-benzoyl-caprolactam (21.7 g, 100 mmol) and water (8.0 g, 440 mmol) at 68° C. The internal temperature increases in the course of this to 80° C., and the mixture is further stirred for 1 hour at this temperature. After the reaction solution is cooled to 20° C., 42 ml of 50% strength aqueous hydrogen peroxide solution are added dropwise. The internal temperature is kept between 25° and 30° C. during this by ice cooling. After one hour, the reaction batch is admixed with 500 ml of ice water, and the resulting colorless precipitate is filtered off by suction and washed to neutrality with water. Yield 22.2 g (88%), active oxygen content 6.2 % (98%). After the reaction solution is cooled to 20° C. is kept between 25° and 30° C. After one hour the resulting colorless precipitate is filtered off by suction washed

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 140 g of sulfuric acid are added dropwise in the course of half an hour to a liquid mixture of N-benzoyl-caprolactam (21.7 g, 100 mmol) and water (8.0 g, 440 mmol) at 68° C. The internal temperature increases in the course of this to 80° C., and the mixture is further stirred for 1 hour at this temperature. After the reaction solution is cooled to 20° C., 42 ml of 50% strength aqueous hydrogen peroxide solution are added dropwise. The internal temperature is kept between 25° and 30° C. during this by ice cooling. After one hour, the reaction batch is admixed with 500 ml of ice water, and the resulting colorless precipitate is filtered off by suction and washed to neutrality with water. Yield 22.2 g (88%), active oxygen content 6.2 % (98%). After the reaction solution is cooled to 20° C. is kept between 25° and 30° C. After one hour the resulting colorless precipitate is filtered off by suction washed

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

実験手順: The comparison involves using soda instead of the Hunig base: 226.3 g of ε-caprolactam, 159.0 g of sodium carbonate and 1290 g of toluene are introduced into a 4 1 l flask. Under reflux, 281.1 g of benzoyl chloride are added dropwise over the course of 2 h at a rate such that CO2 evolution proceeds in a controlled manner. The mixture is then refluxed for a further 4 h. The reaction mixture is cooled to room temperature using water cooling (for about 15 min.), admixed with 500 g of water and vigorously stirred, and the aqueous phase is then separated off in a separating funnel. The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven, giving pale oil, which crystallizes upon cooling. M.p.: 69° C. The N-benzoylcaprolactam is obtained in a yield of 88% and a purity of 98%. The CO2 produced must be collected and disposed of separately. Under reflux The mixture is then refluxed for a further 4 h the aqueous phase is then separated off in a separating funnel The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven giving pale oil, which crystallizes upon cooling

反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification. fitted with stirrer and then increased further to 110° C stirred the precipitated benzoylcaprolactam is filtered off dried

反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification. fitted with stirrer and then increased further to 110° C stirred the precipitated benzoylcaprolactam is filtered off dried

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 140 g of sulfuric acid are added dropwise in the course of half an hour to a liquid mixture of N-benzoyl-caprolactam (21.7 g, 100 mmol) and water (8.0 g, 440 mmol) at 68° C. The internal temperature increases in the course of this to 80° C., and the mixture is further stirred for 1 hour at this temperature. After the reaction solution is cooled to 20° C., 42 ml of 50% strength aqueous hydrogen peroxide solution are added dropwise. The internal temperature is kept between 25° and 30° C. during this by ice cooling. After one hour, the reaction batch is admixed with 500 ml of ice water, and the resulting colorless precipitate is filtered off by suction and washed to neutrality with water. Yield 22.2 g (88%), active oxygen content 6.2 % (98%). After the reaction solution is cooled to 20° C. is kept between 25° and 30° C. After one hour the resulting colorless precipitate is filtered off by suction washed

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

実験手順: The comparison involves using soda instead of the Hunig base: 226.3 g of ε-caprolactam, 159.0 g of sodium carbonate and 1290 g of toluene are introduced into a 4 1 l flask. Under reflux, 281.1 g of benzoyl chloride are added dropwise over the course of 2 h at a rate such that CO2 evolution proceeds in a controlled manner. The mixture is then refluxed for a further 4 h. The reaction mixture is cooled to room temperature using water cooling (for about 15 min.), admixed with 500 g of water and vigorously stirred, and the aqueous phase is then separated off in a separating funnel. The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven, giving pale oil, which crystallizes upon cooling. M.p.: 69° C. The N-benzoylcaprolactam is obtained in a yield of 88% and a purity of 98%. The CO2 produced must be collected and disposed of separately. Under reflux The mixture is then refluxed for a further 4 h the aqueous phase is then separated off in a separating funnel The toluene phase that remains is evaporated in a rotary evaporator at a temperature of 60° C. and residual toluene is removed in a vacuum drying oven giving pale oil, which crystallizes upon cooling

反応条件: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Under a stream of nitrogen, 200 g of ε-caprolactam are introduced into a 1 l four-necked flask fitted with stirrer and thermometer and melted. 226 g of N,N-diisopropyl-N-ethylamine (Hunig base) and 250 g of benzoyl chloride are then added dropwise simultaneously over the course of 2 hours, with stirring. The temperature is maintained initially at 90° C.and then increased further to 110° C. When the reaction is complete, the melt, at 80° C., is introduced into 350 ml of water at room temperature and stirred. After one hour, the precipitated benzoylcaprolactam is filtered off and dried. The N-benzoylcaprolactam is obtained in a yield of 95% and a purity of >99% by GC. The Hunig base is worked up as in Example 1. The precipitated N,N-diisopropyl-N-ethylamine (water content: 0.13%) can again be reused without further purification. fitted with stirrer and then increased further to 110° C stirred the precipitated benzoylcaprolactam is filtered off dried

反応条件: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 140 g of sulfuric acid are added dropwise in the course of half an hour to a liquid mixture of N-benzoyl-caprolactam (21.7 g, 100 mmol) and water (8.0 g, 440 mmol) at 68° C. The internal temperature increases in the course of this to 80° C., and the mixture is further stirred for 1 hour at this temperature. After the reaction solution is cooled to 20° C., 42 ml of 50% strength aqueous hydrogen peroxide solution are added dropwise. The internal temperature is kept between 25° and 30° C. during this by ice cooling. After one hour, the reaction batch is admixed with 500 ml of ice water, and the resulting colorless precipitate is filtered off by suction and washed to neutrality with water. Yield 22.2 g (88%), active oxygen content 6.2 % (98%). After the reaction solution is cooled to 20° C. is kept between 25° and 30° C. After one hour the resulting colorless precipitate is filtered off by suction washed