heptadecane

反応条件: temp:240.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1000 g of 1-octadecanol (Lorol C18 from Cognis) were initially charged in a stirrable pressure vessel with 10 g of a nickel catalyst (Ni-5249 P from Engelhard; Ni content=63% by weight) and heated to 240° C. Subsequently, over a period of 12 h, hydrogen was added through a sparging tube at a pressure of 20 bar and the reaction gases were simultaneously discharged through a valve in the reactor lid. Thereafter, the product was cooled, discharged and filtered. This reaction product was fractionated in a distillation to give pure heptadecane and then deodorized with nitrogen. This gives a colorless, low-odor product which is liquid at 40° C. the reaction gases were simultaneously discharged through a valve in the reactor lid Thereafter, the product was cooled filtered This reaction product was fractionated in a distillation

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

実験手順: 140 mg (1.1 mmol) of N-hydroxypyridine-2-thione in 5 ml of benzene are added dropwise at room temperature under an atmosphere of nitrogen to a solution of 120 mg (1.2 mmol) of phosgene in 5 ml of benzene, and this leads to the instantaneous precipitation of a white solid. 286 mg (1 mmol) of stearic acid and 0.5 ml of pyridine are added in 5 ml of benzene, and the reaction medium is taken to reflux for 4 hours. 3 mmol of tri-n-butylstannane in 5 ml of benzene with 10 mg of AIBN are added to the reaction medium during 10 minutes and refluxing is maintained for 2 and half hours. The reaction is carried out in the presence of tetrachloromethane, iodine and potassium fluoride, as indicated earlier. By filtration on silica (100% pentane), 168 mg of n-heptadecane are obtained. Yield 70%. this leads to the instantaneous precipitation of a white solid to reflux for 4 hours refluxing is maintained for 2 and half hours By filtration on silica (100% pentane), 168 mg of n-heptadecane are obtained

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

実験手順: 286 mg (1 mmol) of stearic acid (7) are mixed with 151 mg (1.2 mmol) of N-hydroxypyridine-2-thione, 183 mg (1.5 mmol) of p-dimethylaminopyridine (DMAP) and 310 mg (1.5 mmol) of dichlorohexylcarbodiimide (DCC). The mixture in 20 ml of benzene is stirred under an atmosphere of nitrogen and the solution obtained is brought to reflux so as to distil 10 ml of benzene. After 45 minutes under reflux, 10.8 ml (3 mmol) of tri-n-butylstannane and 10 mg of azobis(isobutyronitrile) (AIBN) in 10 ml of benzene are added dropwise during 15 minutes. Heating under reflux is continued for 6 hours, 10 ml of carbon tetra-chloride are then added, and refluxing is continued for one hour before evaporating the mixture to dryness. The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O), and the two phases are then vigorously stirred for 10 minutes. The polymeric tin residues are filtered under vacuum on Celite and washed with 5 ml of dichloromethane. The organic phase is removed and the aqueous layer is extracted twice with dichloromethane (2×10 ml). The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water, dried over sodium sulfate, filtered and evaporated to dryness. The crude product purified by filtration on silica gel (100% pentane) gives 228 mg of n-heptadecane (8). the solution obtained to reflux so as to distil 10 ml of benzene After 45 minutes under reflux Heating under reflux refluxing is continued for one hour before evaporating the mixture to dryness The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O) The polymeric tin residues are filtered under vacuum on Celite washed with 5 ml of dichloromethane The organic phase is removed the aqueous layer is extracted twice with dichloromethane (2×10 ml) The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water dried over sodium sulfate filtered evaporated to dryness The crude product purified by filtration on silica gel (100% pentane)

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

実験手順: 286 mg (1 mmol) of stearic acid (7) are mixed with 151 mg (1.2 mmol) of N-hydroxypyridine-2-thione, 183 mg (1.5 mmol) of p-dimethylaminopyridine (DMAP) and 310 mg (1.5 mmol) of dichlorohexylcarbodiimide (DCC). The mixture in 20 ml of benzene is stirred under an atmosphere of nitrogen and the solution obtained is brought to reflux so as to distil 10 ml of benzene. After 45 minutes under reflux, 10.8 ml (3 mmol) of tri-n-butylstannane and 10 mg of azobis(isobutyronitrile) (AIBN) in 10 ml of benzene are added dropwise during 15 minutes. Heating under reflux is continued for 6 hours, 10 ml of carbon tetra-chloride are then added, and refluxing is continued for one hour before evaporating the mixture to dryness. The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O), and the two phases are then vigorously stirred for 10 minutes. The polymeric tin residues are filtered under vacuum on Celite and washed with 5 ml of dichloromethane. The organic phase is removed and the aqueous layer is extracted twice with dichloromethane (2×10 ml). The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water, dried over sodium sulfate, filtered and evaporated to dryness. The crude product purified by filtration on silica gel (100% pentane) gives 228 mg of n-heptadecane (8). the solution obtained to reflux so as to distil 10 ml of benzene After 45 minutes under reflux Heating under reflux refluxing is continued for one hour before evaporating the mixture to dryness The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O) The polymeric tin residues are filtered under vacuum on Celite washed with 5 ml of dichloromethane The organic phase is removed the aqueous layer is extracted twice with dichloromethane (2×10 ml) The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water dried over sodium sulfate filtered evaporated to dryness The crude product purified by filtration on silica gel (100% pentane)

反応条件: temp:240.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1000 g of 1-octadecanol (Lorol C18 from Cognis) were initially charged in a stirrable pressure vessel with 10 g of a nickel catalyst (Ni-5249 P from Engelhard; Ni content=63% by weight) and heated to 240° C. Subsequently, over a period of 12 h, hydrogen was added through a sparging tube at a pressure of 20 bar and the reaction gases were simultaneously discharged through a valve in the reactor lid. Thereafter, the product was cooled, discharged and filtered. This reaction product was fractionated in a distillation to give pure heptadecane and then deodorized with nitrogen. This gives a colorless, low-odor product which is liquid at 40° C. the reaction gases were simultaneously discharged through a valve in the reactor lid Thereafter, the product was cooled filtered This reaction product was fractionated in a distillation

反応条件: temp:240.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1000 g of 1-octadecanol (Lorol C18 from Cognis) were initially charged in a stirrable pressure vessel with 10 g of a nickel catalyst (Ni-5249 P from Engelhard; Ni content=63% by weight) and heated to 240° C. Subsequently, over a period of 12 h, hydrogen was added through a sparging tube at a pressure of 20 bar and the reaction gases were simultaneously discharged through a valve in the reactor lid. Thereafter, the product was cooled, discharged and filtered. This reaction product was fractionated in a distillation to give pure heptadecane and then deodorized with nitrogen. This gives a colorless, low-odor product which is liquid at 40° C. the reaction gases were simultaneously discharged through a valve in the reactor lid Thereafter, the product was cooled filtered This reaction product was fractionated in a distillation

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

実験手順: 140 mg (1.1 mmol) of N-hydroxypyridine-2-thione in 5 ml of benzene are added dropwise at room temperature under an atmosphere of nitrogen to a solution of 120 mg (1.2 mmol) of phosgene in 5 ml of benzene, and this leads to the instantaneous precipitation of a white solid. 286 mg (1 mmol) of stearic acid and 0.5 ml of pyridine are added in 5 ml of benzene, and the reaction medium is taken to reflux for 4 hours. 3 mmol of tri-n-butylstannane in 5 ml of benzene with 10 mg of AIBN are added to the reaction medium during 10 minutes and refluxing is maintained for 2 and half hours. The reaction is carried out in the presence of tetrachloromethane, iodine and potassium fluoride, as indicated earlier. By filtration on silica (100% pentane), 168 mg of n-heptadecane are obtained. Yield 70%. this leads to the instantaneous precipitation of a white solid to reflux for 4 hours refluxing is maintained for 2 and half hours By filtration on silica (100% pentane), 168 mg of n-heptadecane are obtained

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

実験手順: 286 mg (1 mmol) of stearic acid (7) are mixed with 151 mg (1.2 mmol) of N-hydroxypyridine-2-thione, 183 mg (1.5 mmol) of p-dimethylaminopyridine (DMAP) and 310 mg (1.5 mmol) of dichlorohexylcarbodiimide (DCC). The mixture in 20 ml of benzene is stirred under an atmosphere of nitrogen and the solution obtained is brought to reflux so as to distil 10 ml of benzene. After 45 minutes under reflux, 10.8 ml (3 mmol) of tri-n-butylstannane and 10 mg of azobis(isobutyronitrile) (AIBN) in 10 ml of benzene are added dropwise during 15 minutes. Heating under reflux is continued for 6 hours, 10 ml of carbon tetra-chloride are then added, and refluxing is continued for one hour before evaporating the mixture to dryness. The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O), and the two phases are then vigorously stirred for 10 minutes. The polymeric tin residues are filtered under vacuum on Celite and washed with 5 ml of dichloromethane. The organic phase is removed and the aqueous layer is extracted twice with dichloromethane (2×10 ml). The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water, dried over sodium sulfate, filtered and evaporated to dryness. The crude product purified by filtration on silica gel (100% pentane) gives 228 mg of n-heptadecane (8). the solution obtained to reflux so as to distil 10 ml of benzene After 45 minutes under reflux Heating under reflux refluxing is continued for one hour before evaporating the mixture to dryness The residue is treated with iodine (20% in 10 ml CH2Cl2) and potassium fluoride (10% in 10 ml H2O) The polymeric tin residues are filtered under vacuum on Celite washed with 5 ml of dichloromethane The organic phase is removed the aqueous layer is extracted twice with dichloromethane (2×10 ml) The combined organic phases are washed with sodium thiosulfate (10%, 10 ml) and 10 ml of water dried over sodium sulfate filtered evaporated to dryness The crude product purified by filtration on silica gel (100% pentane)

反応条件: temp:240.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1000 g of 1-octadecanol (Lorol C18 from Cognis) were initially charged in a stirrable pressure vessel with 10 g of a nickel catalyst (Ni-5249 P from Engelhard; Ni content=63% by weight) and heated to 240° C. Subsequently, over a period of 12 h, hydrogen was added through a sparging tube at a pressure of 20 bar and the reaction gases were simultaneously discharged through a valve in the reactor lid. Thereafter, the product was cooled, discharged and filtered. This reaction product was fractionated in a distillation to give pure heptadecane and then deodorized with nitrogen. This gives a colorless, low-odor product which is liquid at 40° C. the reaction gases were simultaneously discharged through a valve in the reactor lid Thereafter, the product was cooled filtered This reaction product was fractionated in a distillation