hepta-1,6-dien-4-amine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 22 g diallylmethylamine and 75 g 4-chlorobutyldimethyldodecyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the diallylmethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 65 g of the product. After cooling to room temperature the solvent was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 22 g diallylmethylamine and 74 g 3-chloropropyldodecyldimethyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the dialilymethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 70 g of the product. After cooling to room temperature the solvent was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diallylmethylamine (33.3 g) and 1-bromodecane (66.6 g) were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. After cooling to room temperature, the methanol was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 78 g of the product. After cooling to room temperature the methanol was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 1 L Morton flask was added diallylmethylamine (74.6 g), 1,6-dibromohexane (77 g), and methanol (100 mL). The mixture was heated to 65° C. for 17 h, and then allowed to cool to room temperature. Diethylether (300 mL) was added and the mixture was stirred for 1 hr. The solid was collected by filtration and resuspended in diethylether (200 mL). The mixture was stirred for 1 hr, and the solid again collected by filtration. The solid was then dried in a vacuum oven at 50° C. for 3 days to yield 136 g of product. to cool to room temperature The solid was collected by filtration The mixture was stirred for 1 hr the solid again collected by filtration The solid was then dried in a vacuum oven at 50° C. for 3 days

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 1 L Morton flask was added diallylmethylamine (86.1 g), 1,10-dibromodecane (112 g), and methanol (100 mL). The mixture was heated to 65° C. for 24 h, and then allowed to cool to room temperature. The solvent was removed by rotary vacuum evaporation. Diethylether (400 mL) was added and the mixture was stirred for 1 hr. The mixture was allowed to settle and the top layer was decanted and discarded. The remaining oil was dried by rotary vacuum evaporation to yield 215 g of product. to cool to room temperature The solvent was removed by rotary vacuum evaporation Diethylether (400 mL) was added the top layer was decanted The remaining oil was dried by rotary vacuum evaporation

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 2 L Morton flask was added diallylmethylamine (100 g), 1-bromododecane (249 g), and tetrahydrofuran (750 mL). The mixture was heated to 65° C. for 44 h, and then allowed to cool to room temperature. The solvent was removed by rotary vacuum evaporation to leave two layers. Diethylether (500 mL) was added and the mixture was stirred for 1 hr. The mixture was allowed to settle and the top layer was decanted and discarded. Additional diethylether (500 mL) was added. The mixture was stirred for 24 h, and the top layer was again decanted and discarded. The remaining oil was dried in a vacuum oven at 65° C. for 4 days to yield 67 g of product. to cool to room temperature The solvent was removed by rotary vacuum evaporation to leave two layers the top layer was decanted Additional diethylether (500 mL) was added The mixture was stirred for 24 h the top layer was again decanted The remaining oil was dried in a vacuum oven at 65° C. for 4 days

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 22 g diallylmethylamine and 75 g 4-chlorobutyldimethyldodecyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the diallylmethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 65 g of the product. After cooling to room temperature the solvent was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 22 g diallylmethylamine and 75 g 4-chlorobutyldimethyldodecyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the diallylmethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 65 g of the product. After cooling to room temperature the solvent was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 22 g diallylmethylamine and 74 g 3-chloropropyldodecyldimethyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the dialilymethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 70 g of the product. After cooling to room temperature the solvent was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diallylmethylamine (33.3 g) and 1-bromodecane (66.6 g) were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. After cooling to room temperature, the methanol was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 78 g of the product. After cooling to room temperature the methanol was removed under reduced pressure The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring The ether layer was decanted the residue was again treated with 500 mL dry ether After stirring for 15 minutes the solvent was removed the oily residue was dried under vacuum at 35° C. for 48 hours

Conditions: temp:65.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a 1 L Morton flask was added diallylmethylamine (74.6 g), 1,6-dibromohexane (77 g), and methanol (100 mL). The mixture was heated to 65° C. for 17 h, and then allowed to cool to room temperature. Diethylether (300 mL) was added and the mixture was stirred for 1 hr. The solid was collected by filtration and resuspended in diethylether (200 mL). The mixture was stirred for 1 hr, and the solid again collected by filtration. The solid was then dried in a vacuum oven at 50° C. for 3 days to yield 136 g of product. to cool to room temperature The solid was collected by filtration The mixture was stirred for 1 hr the solid again collected by filtration The solid was then dried in a vacuum oven at 50° C. for 3 days