N,N-dimethyloctadecan-1-amine

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

Procedure: A 1000 mL, round-bottomed flask equipped with air condensers and a magnetic stirring plate was charged with N,N-dimethyloctadecylamine (301.0 grams, 1.01 moles), 1-bromo-3-chloropropane (1700 grams, 1.08 moles) and methanol (200 mL). The reaction was maintained at 65° C. for 18 hours. Solvent was removed by rotary evaporation under reduced pressure to yield clear oil. The oil was transferred to a beaker containing methylethylketone (250 mL) causing a white precipitate to form. Solid material was collected by vacuum filtration, resuspended in methylethylketone (250 mL) and collected by vacuum filtration an additional two times. The solid was placed in a vacuum oven at 30° C. overnight. Yield 274.9 grams (0.59 moles, 58%). A 1000 mL, round-bottomed flask equipped with air condensers Solvent was removed by rotary evaporation under reduced pressure to yield clear oil to form Solid material was collected by vacuum filtration collected by vacuum filtration an additional two times

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Firstly, 41.5 g (0.17 moL) of triethoxysilylpropyl chloride (Tokyo Kasei Kogyo Co., Ltd.), 44.6 g (0.150 moL) of N,N-dimethyl octadecylamine (Tokyo Kasei Kogyo Co., Ltd.) and 40.5 g of ethanol are fed into a nitrogen-purged pressurized reactor and heated to 135° C. After the reaction for 20 hours, 121.4 g of dimethyloctadecyl[3-(triethoxysilyl)propyl]ammonium chloride (EtAC) in ethanol solution is obtained. purged After the reaction for 20 hours

Conditions: temp:135.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Firstly, 41.5 g (0.17 moL) of triethoxysilylpropyl chloride (Tokyo Kasei Kogyo Co., Ltd.), 44.6 g (0.150 moL) of N,N-dimethyl octadecylamine (Tokyo Kasei Kogyo Co., Ltd.) and 40.5 g of ethanol are fed into a nitrogen-purged pressurized reactor and heated to 135° C. After the reaction for 20 hours, 121.4 g of dimethyloctadecyl[3-(triethoxysilyl)propyl]ammonium chloride (EtAC) in ethanol solution is obtained. purged After the reaction for 20 hours

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

Procedure: To a one-neck round-bottom flask (with thermometer well), equipped with magnetic stirrer, distillation head and condenser, were added 3.87 g. (0.0336 mol) triethylamine borane and 10.0 g. (0.0336 mol) N,N-dimethyloctadecylamine. With stirring, the flask was heated to slowly distill off triethylamine (max. reaction temp. 240° C). After removing 3.2 ml. of triethylamine, heating was interrupted and 10 ml. toluene added to the cooled reaction flask. Distillation was continued until 9.0 ml. were removed (last few drops removed under 15-20 mm. vacuum). The solid in the reaction flask was recrystallized from 30°-60° petroleum ether yielding 7.58 g. (72%) of white crystals, mp 56°-57.5° C. IR (Nujol) 2300 cm-1 (B-H). Anal. Calcd for C20H46BN: C, 77.14; H, 14.89; B, 3.47; N, 4.50. Found C, 77.21; H, 14.90; B, 3.36; N, 4.50. To a one-neck round-bottom flask (with thermometer well), equipped with magnetic stirrer distillation head and condenser were added 3.87 g the flask was heated to slowly distill off triethylamine (max. reaction temp. 240° C) After removing 3.2 ml of triethylamine, heating toluene added to the cooled reaction flask Distillation were removed (last few drops removed under 15-20 mm. vacuum) The solid in the reaction flask was recrystallized from 30°-60° petroleum ether yielding 7.58 g

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To 60 mL of water, 60 mL of ethanol and 2.0 mL of 37% concentrated hydrochloric acid were added, and then, 6.55 g (0.022 mol) of N,N-dimethyloctadecylamine was added. The mixture was heated to 60° C. to give a solution of N,N-dimethyloctadecylamine hydrochloride. To this solution, 20 g of montmorillonite was added. The thus-obtained slurry was stirred at 60° C. for 3 hours. The supernatant was removed, and the residual liquid was washed with 1 L of water at 60° C. and then dried at 60° C. under a pressure of 10−3 Torr for 24 hours. The dried product was pulverized by a jet mill to give a modified montmorillonite having an average particle diameter of 5.2 μm. Elemental analysis of the modified montmorillonite revealed that the amount of N,N-dimethyloctadecylammonium ion was 1.0 mmol per g of the modified montmorillonite.

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To 350 mL of water, 150 mL of ethanol and 8.3 mL of 37% concentrated hydrochloric acid were added, and then, 29.7 g (0.1 mol) of N,N-dimethyloctadecylamine was added. The mixture was heated to 60° C. to give a solution of N,N-dimethyloctadecylamine hydrochloride. To this solution, 100 g of hectolite was added. The thus-obtained slurry was stirred at 60° C. for 3 hours. The supernatant was removed, and the residual liquid was washed with 1 L of water at 60° C. and then dried at 60° C. under a pressure of 10−3 Torr for 24 hours. The dried product was pulverized by a jet mill to give a modified hectolite having an average particle diameter of 5.2 μm. Elemental analysis of the modified hectolite revealed that the amount of N,N-dimethyloctadecylammonium ion was 0.848 mmol per g of the modified hectolite.

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To 350 mL of water, 150 mL of ethanol and 8.3 mL of 37% concentrated hydrochloric acid were added, and then, 29.7 g (0.1 mol) of N,N-dimethyloctadecylamine was added. The mixture was heated to 60° C. to give a solution of N,N-dimethyloctadecylamine hydrochloride. To this solution, 100 g of hectolite was added. The thus-obtained slurry was stirred at 60° C. for 3 hours. The supernatant was removed, and the residual liquid was washed with 1 L of water at 60° C. and then dried at 60° C. under a pressure of 10−3 Torr for 24 hours. The dried product was pulverized by a jet mill to give a modified hectolite having an average particle diameter of 5.2 μm. Elemental analysis of the modified hectolite revealed that the amount of N,N-dimethyloctadecylammonium ion was 0.848 mmol per g of the modified hectolite.

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

Procedure: Employing the procedure of EXAMPLE II, 31.3 g of N,N-dimethyloctadecylamine was reacted with 9.0 g of 3-chloropropanol in 100 ml of acetonitrile to provide a crude product which was recrystallized from acetone to give 29.0 g (70%) of white solids. Proton NMR confirmed the desired structure. to provide a crude product which was recrystallized from acetone

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

Procedure: A 1000 mL, round-bottomed flask equipped with air condensers and a magnetic stirring plate was charged with N,N-dimethyloctadecylamine (301.0 grams, 1.01 moles), 1-bromo-3-chloropropane (170.0 grams, 1.08 moles) and methanol (200 mL). The reaction was maintained at 65° C. for 18 hours. Solvent was removed by rotary evaporation under reduced pressure to yield clear oil. The oil was transferred to a beaker containing methylethylketone (250 mL) causing a white precipitate to form. Solid material was collected by vacuum filtration, resuspended in methylethylketone (250 mL), and collected by vacuum filtration an additional two times. The solid was placed in a vacuum oven at 30° C. overnight. Yield 274.9 grams (0.59 moles, 58%). A 1000 mL, round-bottomed flask equipped with air condensers Solvent was removed by rotary evaporation under reduced pressure to yield clear oil to form Solid material was collected by vacuum filtration collected by vacuum filtration an additional two times

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

Procedure: Employing the procedure of EXAMPLE II, 31.3 g of N,N-dimethyloctadecylamine was reacted with 9.0 g of 3-chloropropanol in 100 ml of acetonitrile to provide a crude product which was recrystallized from acetone to give 29.0 g (70%) of white solids. Proton NMR confirmed the desired structure. to provide a crude product which was recrystallized from acetone

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

Procedure: A mixture of 45.0 g (0.1964 mol) of 2-bromoethyl benzoate and an equimolar amount of N,N-dimethyl-n-octadecylamine in 207 ml of acetonitrile was heated at reflux for 4.5 hours. The reaction mixture was then cooled. The solid was then collected, washed with ether, and dried to yield 76.7 g of the title compound; mp=87°-93° C. at reflux for 4.5 hours The reaction mixture was then cooled The solid was then collected washed with ether dried

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

Procedure: 1-methylimidazole; N-methyl-4-(2 dimethylaminoethyl)piperazine; N,N,N-tris (dimethylaminopropyl) synhexahydrotriazine; N (2-dimethylaminoethyl) morpholine; octadecyl dimethylamine; hexadecyldimethylamine and the like.