2-辛基十二醇

反应条件: temp:255.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 213 gms. (0.715 moles) of STANDAMUL G from Henkel Co. (Octyldodecanol) and 15 mgms. Sodium borohydride was stirred at room temperature 25° C. under nitrogen. The mixture was then heated and brought to 60° C. and held at 60° C. for 1/2 hour. To this mixture was added 86.40 gms. (0.68 moles) Benzoic Acid and 450 mgms. of stannous oxalate. The reaction mixture was then further heated to 255° C. During the heat-up cycle, distillate was collected, particularly when the reaction mixture reached a temperature of 170° C. and higher. The reaction was rapidly heated from 60° C. to 177° C. over 45 minutes, and then from 177° C. to 228° C. over the next 60 minutes while still collecting the distillate. Further heating was continued to bring the temperature to 255° C. over the next 30 minutes. The distillate collected contained 7.5 gms. of water and also contained some benzoic acid trapped during the collection of distillate. The reaction was then cooled. The yield at this stage was 265 gm. and acidity was at 9.5 mgms. The KOH/gm. hydroxyl value of this mixture was 19.29. 220 gms. of this ester was treated with 2.2 gms. sodium carbonate, 1.1 gm. sodium chloride, 2.0 gms. Hydrogen peroxide in 35 gms. deionized water. The mixture was stirred and heated to 85°-90° C., held at 85°-90° C. for 30 minutes and allowed to stand for separation of the ester and water phases. The ester phase was separated and further washed with deionized water until reaction of the water was neutral. The ester collected was 200 gms. and was hydrous. The product was vacuum stripped to remove the residual moisture, and then filtered using filter-aids. The final product was a clear liquid and had the following formula: ##STR11## A mixture of 213 gms The mixture was then heated brought to 60° C. To this mixture was added 86.40 gms During the heat-up cycle, distillate was collected a temperature of 170° C. The reaction was rapidly heated from 60° C. to 177° C. over 45 minutes from 177° C. to 228° C. over the next 60 minutes while still collecting the distillate Further heating to 255° C. over the next 30 minutes The distillate collected trapped during the collection of distillate The reaction was then cooled The yield at this stage heated to 85°-90° C. held at 85°-90° C. for 30 minutes to stand for separation of the ester and water phases The ester phase was separated further washed with deionized water until reaction of the water The ester collected to remove the residual moisture filtered using filter-aids

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Compound (3) (0.400 g, 1.33 mmol) was weighed into a flame-dried 2-neck flask fitted with a condenser. Toluene (13 mL), 2-octyl-1-dodecanol (1.59 g, 5.32 mmol), and p-toluenesulfonic acid (0.051 g, 0.266 mmol) were then added. The mixture was placed in a 130° C. heat bath and stirred overnight. The mixture was diluted with water, extracted with dichloromethane, dried over MgSO4, filtered and concentrated. The product was purified via column chromatography (10% dichloromethane in hexanes) to yield compound (4a) as a yellow solid (0.735 g, 66%). 1H NMR (500 MHz, CDCl3, 298 K): 8.46 (s, 2H); 7.45 (m, 4H); 4.27 (d, J=5.4 Hz, 4H); 2.01 (quintet, J=6.2 Hz, 2H); 1.73 (m, 4H); 1.47 (m, 60H); 0.89 (m, 12H) ppm. 13C NMR (125 MHz, CDCl3, 298 K): 149.87; 139.70; 127.98; 127.08; 124.83; 124.62; 110.84; 75.85; 39.38; 31.96; 31.42; 30.18; 29.76; 29.71; 29.43; 29.41; 27.06; 22.74; 14.18 ppm. HRMS (ESI-TOF-MS): m/z calcd for C54H88O2S2 832.6220, found 832.6217. fitted with a condenser was placed in a 130° C. heat bath extracted with dichloromethane dried over MgSO4 filtered concentrated The product was purified via column chromatography (10% dichloromethane in hexanes)

反应条件: temp:210.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a stirred reactor consisting of a flask, heating mushroom, water separator, reflux condenser and nitrogen inlet, 1 g (0.015 mol) of potassium hydroxide was added to 500 g (3.2 mol) of decanal (99% by weight) at 20° C., followed by heating to 210° C. The water formed during the reaction was continuously distilled off. After 3 hours, the reaction was terminated, the reaction mixture was cooled to 20° C. and the potassium hydroxide precipitated was filtered off. The resulting clear liquid contained 90% by weight of α,β-unsaturated aldehyde, 4% by weight trimers, 2% by weight esters and 4% by weight unreacted starting aldehyde. The reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C./250 bar in the presence of a nickel catalyst until there was no further uptake of hydrogen. 90% by weight of the hydrogenation product consisted of 2-octyl dodecanol, 6% by weight of decanol and 4% by weight of trimers. After distillation, the 2-octyl dodecanol was obtained in a purity of 95.7% by weight. In a stirred reactor consisting of a flask reflux condenser and nitrogen inlet was continuously distilled off the reaction was terminated the reaction mixture was cooled to 20° C. the potassium hydroxide precipitated was filtered off The reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C. After distillation

反应条件: temp:210.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: In a stirred reactor consisting of a flask, heating mushroom, water separator, reflux condenser and nitrogen inlet, 1 g (0.015 mol) of potassium hydroxide was added to 500 g (3.2 mol) of decanal (99% by weight) at 20° C., followed by heating to 210° C. The water formed during the reaction was continuously distilled off. After 3 hours, the reaction was terminated, the reaction mixture was cooled to 20° C. and the potassium hydroxide precipitated was filtered off. The resulting clear liquid contained 90% by weight of α,β-unsaturated aldehyde, 4% by weight trimers, 2% by weight esters and 4% by weight unreacted starting aldehyde. The reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C./250 bar in the presence of a nickel catalyst until there was no further uptake of hydrogen. 90% by weight of the hydrogenation product consisted of 2-octyl dodecanol, 6% by weight of decanol and 4% by weight of trimers. After distillation, the 2-octyl dodecanol was obtained in a purity of 95.7% by weight. In a stirred reactor consisting of a flask reflux condenser and nitrogen inlet was continuously distilled off the reaction was terminated the reaction mixture was cooled to 20° C. the potassium hydroxide precipitated was filtered off The reaction mixture was transferred to an autoclave and hydrogenated for 3 hours at 230° C. After distillation

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Octyldodecyl Benzoate, Lactate, Neopentanoate or Octanoate

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Octyldodecyl Benzoate, Lactate, Neopentanoate or Octanoate

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Iodine (12.25 g, 48.3 mmol) was added to a solution of 2-octyl-1-dodecanol (12.42 g, 41.6 mmol), triphenylphosphine (13.17 g, 50.2 mmol), and imidazole (3.42 g, 50.2 mmol) in 80 mL dichloromethane at 0° C. After stirring for 30 minutes, the reaction mixture was allowed to warm to room temperature over 4 hours before 12 mL of saturated Na2SO3 (aq) was added. The organics were concentrated by evaporation and the mixture taken up in 500 mL pentane, washed three times with 200 mL water, and once with 150 mL brine. The mixture was then passed through a 3 cm silica gel plug, and dried over Na2SO4. The organics were concentrated by evaporation to give a colorless oil (15.78 g, yield 92.9%). 1H NMR (CDCl3 500 MHz): δ: 2.60 (d, J=5.0 Hz, 2H), 2.00 (t, J=5.0 Hz, 1H), 1.30-1.20 (b, 32H), 0.89 (t, J=7.5 Hz, 6H); MS (EI): m/z (%) 408.23 (100) [M+]. Elemental Analysis (calc. C, 58.81; H, 10.12): found C, 58.70; H, 9.97. was added The organics were concentrated by evaporation washed three times with 200 mL water dried over Na2SO4 The organics were concentrated by evaporation

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Iodine (12.25 g, 48.3 mmol) was added to a solution of 2-octyl-1-dodecanol (12.42 g, 41.6 mmol), triphenylphosphine (13.17 g, 50.2 mmol), and imidazole (3.42 g, 50.2 mmol) in 80 mL dichloromethane at 0° C. After stirring for 30 minutes, the reaction mixture was allowed to warm to room temperature over 4 hours before 12 mL of saturated Na2SO3 (aq) was added. The organics were concentrated by evaporation and the mixture taken up in 500 mL pentane, washed three times with 200 mL water, and once with 150 mL brine. The mixture was then passed through a 3 cm silica gel plug, and dried over Na2SO4. The organics were concentrated by evaporation to give a colorless oil (15.78 g, yield 92.9%). 1H NMR (CDCl3 500 MHz): δ: 2.60 (d, J=5.0 Hz, 2H), 2.00 (t, J=5.0 Hz, 1H), 1.30-1.20 (b, 32H), 0.89 (t, J=7.5 Hz, 6H); MS (EI): m/z (%) 408.23 (100) [M+]. Elemental Analysis (calc. C, 58.81; H, 10.12): found C, 58.70; H, 9.97. was added The organics were concentrated by evaporation washed three times with 200 mL water dried over Na2SO4 The organics were concentrated by evaporation

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The hydroxypropylcellulose is dispersed in deionized water until complete swelling takes place. A solution of acetal dibenzylidene sorbitol, dipropyleneglycol, PEG 300 and propylene glycol is prepared, it is heated to 70° C. and then the propylenecarbonate is added, under stirring. The solution of PPG 27 glyceryl ether, Cosmacol ELI, 2-octyl dodecanol, perfume and preservative, previously prepared, is added to this solution, the temperature being maintained constant at 70° C. is added to this solution the temperature being maintained constant at 70° C.

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The hydroxypropylcellulose is dispersed in deionized water until complete swelling takes place. A solution of acetal dibenzylidene sorbitol, dipropyleneglycol, PEG 300 and propylene glycol is prepared, it is heated to 70° C. and then the propylenecarbonate is added, under stirring. The solution of PPG 27 glyceryl ether, Cosmacol ELI, 2-octyl dodecanol, perfume and preservative, previously prepared, is added to this solution, the temperature being maintained constant at 70° C. is added to this solution the temperature being maintained constant at 70° C.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Compound (3) (0.400 g, 1.33 mmol) was weighed into a flame-dried 2-neck flask fitted with a condenser. Toluene (13 mL), 2-octyl-1-dodecanol (1.59 g, 5.32 mmol), and p-toluenesulfonic acid (0.051 g, 0.266 mmol) were then added. The mixture was placed in a 130° C. heat bath and stirred overnight. The mixture was diluted with water, extracted with dichloromethane, dried over MgSO4, filtered and concentrated. The product was purified via column chromatography (10% dichloromethane in hexanes) to yield compound (4a) as a yellow solid (0.735 g, 66%). 1H NMR (500 MHz, CDCl3, 298 K): 8.46 (s, 2H); 7.45 (m, 4H); 4.27 (d, J=5.4 Hz, 4H); 2.01 (quintet, J=6.2 Hz, 2H); 1.73 (m, 4H); 1.47 (m, 60H); 0.89 (m, 12H) ppm. 13C NMR (125 MHz, CDCl3, 298 K): 149.87; 139.70; 127.98; 127.08; 124.83; 124.62; 110.84; 75.85; 39.38; 31.96; 31.42; 30.18; 29.76; 29.71; 29.43; 29.41; 27.06; 22.74; 14.18 ppm. HRMS (ESI-TOF-MS): m/z calcd for C54H88O2S2 832.6220. found 832.6217. fitted with a condenser was placed in a 130° C. heat bath extracted with dichloromethane dried over MgSO4 filtered concentrated The product was purified via column chromatography (10% dichloromethane in hexanes)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Compound (3) (0.400 g, 1.33 mmol) was weighed into a flame-dried 2-neck flask fitted with a condenser. Toluene (13 mL), 2-octyl-1-dodecanol (1.59 g, 5.32 mmol), and p-toluenesulfonic acid (0.051 g, 0.266 mmol) were then added. The mixture was placed in a 130° C. heat bath and stirred overnight. The mixture was diluted with water, extracted with dichloromethane, dried over MgSO4, filtered and concentrated. The product was purified via column chromatography (10% dichloromethane in hexanes) to yield compound (4a) as a yellow solid (0.735 g, 66%). 1H NMR (500 MHz, CDCl3, 298 K): 8.46 (s, 2H); 7.45 (m, 4H); 4.27 (d, J=5.4 Hz, 4H); 2.01 (quintet, J=6.2 Hz, 2H); 1.73 (m, 4H); 1.47 (m, 60H); 0.89 (m, 12H) ppm. 13C NMR (125 MHz, CDCl3, 298 K): 149.87; 139.70; 127.98; 127.08; 124.83; 124.62; 110.84; 75.85; 39.38; 31.96; 31.42; 30.18; 29.76; 29.71; 29.43; 29.41; 27.06; 22.74; 14.18 ppm. HRMS (ESI-TOF-MS): m/z calcd for C54H88O2S2 832.6220. found 832.6217. fitted with a condenser was placed in a 130° C. heat bath extracted with dichloromethane dried over MgSO4 filtered concentrated The product was purified via column chromatography (10% dichloromethane in hexanes)