1-chloropentan-3-one

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: A mixture of 30.5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41.9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33.8 g (73.3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

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

実験手順: A mixture of 30.5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41.9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33.8 g (73.3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

反応条件: temp:30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube, are placed a solution of 60.5 g of N-chlorocaprolactam in 400 ml of benzene and 75.5 g of methyl 3-methyl-dihydroresorcylate, prepared from 5-chloropentan-3-one (R. B. Woodward et al., J.Am.Chem.Soc. 74, 4223 (1952)) and dimethyl malonate; m.p. 126.5° - 127.9° C. The reaction mixture is stirred at reflux temperature for 8 hours, then cooled to 30° C, transferred to a separatory funnel and washed successively with water, 0.2 molar sodium carbonate solution and again with water. The organic layer is then cooled to 5° C and extracted with cold 0.4N sodium hydroxide solution. The aqueous solution is acidified with a slight excess of 15% hydrochloric acid. The temperature is maintained at 0° C throughout the acidification. The solid product is filtered off, washed thoroughly with water and dried, yielding 63.5 g (85%) of methyl 3-methyl-resorcylate (identified by NMR, IR and mass spectral analysis). M.p. 130.5° - 131.6° C). In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube at reflux temperature for 8 hours transferred to a separatory funnel washed successively with water, 0.2 molar sodium carbonate solution and again with water The organic layer is then cooled to 5° C extracted with cold 0.4N sodium hydroxide solution The temperature is maintained at 0° C throughout the acidification The solid product is filtered off washed thoroughly with water dried

反応条件: temp:30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube, are placed a solution of 60.5 g of N-chlorocaprolactam in 400 ml of benzene and 75.5 g of methyl 3-methyl-dihydroresorcylate, prepared from 5-chloropentan-3-one (R. B. Woodward et al., J.Am.Chem.Soc. 74, 4223 (1952)) and dimethyl malonate; m.p. 126.5° - 127.9° C. The reaction mixture is stirred at reflux temperature for 8 hours, then cooled to 30° C, transferred to a separatory funnel and washed successively with water, 0.2 molar sodium carbonate solution and again with water. The organic layer is then cooled to 5° C and extracted with cold 0.4N sodium hydroxide solution. The aqueous solution is acidified with a slight excess of 15% hydrochloric acid. The temperature is maintained at 0° C throughout the acidification. The solid product is filtered off, washed thoroughly with water and dried, yielding 63.5 g (85%) of methyl 3-methyl-resorcylate (identified by NMR, IR and mass spectral analysis). M.p. 130.5° - 131.6° C). In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube at reflux temperature for 8 hours transferred to a separatory funnel washed successively with water, 0.2 molar sodium carbonate solution and again with water The organic layer is then cooled to 5° C extracted with cold 0.4N sodium hydroxide solution The temperature is maintained at 0° C throughout the acidification The solid product is filtered off washed thoroughly with water dried

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

実験手順: A mixture of 30.5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41.9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33.8 g (73.3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

反応条件: temp:30.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube, are placed a solution of 60.5 g of N-chlorocaprolactam in 400 ml of benzene and 75.5 g of methyl 3-methyl-dihydroresorcylate, prepared from 5-chloropentan-3-one (R. B. Woodward et al., J.Am.Chem.Soc. 74, 4223 (1952)) and dimethyl malonate; m.p. 126.5° - 127.9° C. The reaction mixture is stirred at reflux temperature for 8 hours, then cooled to 30° C, transferred to a separatory funnel and washed successively with water, 0.2 molar sodium carbonate solution and again with water. The organic layer is then cooled to 5° C and extracted with cold 0.4N sodium hydroxide solution. The aqueous solution is acidified with a slight excess of 15% hydrochloric acid. The temperature is maintained at 0° C throughout the acidification. The solid product is filtered off, washed thoroughly with water and dried, yielding 63.5 g (85%) of methyl 3-methyl-resorcylate (identified by NMR, IR and mass spectral analysis). M.p. 130.5° - 131.6° C). In a 1-L three-necked flask fitted with a mechanical stirrer and a reflux condenser protected by a calcium chloride drying tube at reflux temperature for 8 hours transferred to a separatory funnel washed successively with water, 0.2 molar sodium carbonate solution and again with water The organic layer is then cooled to 5° C extracted with cold 0.4N sodium hydroxide solution The temperature is maintained at 0° C throughout the acidification The solid product is filtered off washed thoroughly with water dried

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

実験手順: A mixture of 30,5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41,9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33,8 g (73,3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

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

実験手順: A mixture of 30,5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41,9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33,8 g (73,3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

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

実験手順: A mixture of 30,5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41,9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33,8 g (73,3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated

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

実験手順: A mixture of 8.5 g (0.05 mole) of a n-hexyl piperazine and 6.8 g (0.056 mole) of 1-chloro-3-pentanone was heated to 140° for 5 minutes. The reaction product was dissolved in isopropanol and acidified with a solution of HCl in isopropanol. The dihydrochloride salt was filtered and crystallized from acetonitrile to give 11.0 g of white solid with a melting point of 230°-233° C. was heated to 140° for 5 minutes The dihydrochloride salt was filtered crystallized from acetonitrile

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

実験手順: A mixture of 30.5 g of 1-chloro-3-pentanone, 25 g of 1-methylpiperazine, 41.9 g of potassium carbonate and 400 ml of acetone was refluxed for 3 h. The mixture was filtered and the acetone was evaporated. The residue was dissolved in aqueous hydrochloric acid and the resulting solution was washed twice with diethyl ether. The aqueous phase was basified with potassium carbonate and extracted twice with dichloromethane. The organic phase was washed, dried and evaporated to yield 33.8 g (73.3%) of crude 1-(4-methylpiperazinyl)pentane-3-one. was refluxed for 3 h The mixture was filtered the acetone was evaporated The residue was dissolved in aqueous hydrochloric acid the resulting solution was washed twice with diethyl ether extracted twice with dichloromethane The organic phase was washed dried evaporated