dodecyl dihydrogen phosphate

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

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 100.0 g (0.38 mol) of monolauryl phosphoric acid and 134.4 g (1.13 mol) of thionyl chloride were charged in a reactor and heated under stirring at 50° C. for 4 hours under a nitrogen gas stream. After the reaction was completed, 100 ml of chloroform was added to dissolve the reaction product and 103.4 g (0.80 mol) quinoline was added and stirred. The solution was added dropwise at 0° C. under a nitrogen gas stream to a solution prepared by dissolving 157.5 g (0.46 mol) of benzyl-N-benzyloxycarbonyl serine into 100 ml of chloroform and cooled to 0° C. Stirring was effected at 0° C. for 4 hours and then the reaction temperature was raised to room temperature, at which temperature stirring was effected for another 4 hours. After the reaction was completed, the reactant was added with 100 ml of water and stirred at 20° C. for one hour. Then, the solvent was distilled off and the residue was extracted from diethyl ether. After washing the thus obtained ether layer with an aqueous solution of hydrochloric acid, ether was distilled off. The thus obtained residue was dissolved in methanol and reacted with hydrogen blown to the reactor under heating at reflux temperature of methanol at a normal pressure and in the presence of palladium/carbon catalyst for about 10 hours. Then, methanol was distilled off and the resultant residue was purified on silica gel column chromatography (eluent/chloroform:methanol=90:10). When 63.5 g of the thus obtained white solids were analyzed, the following results were obtained to prove that the compound is 2-amino-2-carboxyethyl-lauryl phosphoric acid (0.18 mol, yield 47.3%). heated was added stirred The solution was added dropwise at 0° C. under a nitrogen gas stream to a solution prepared cooled to 0° C Stirring was effected at 0° C. for 4 hours the reaction temperature was raised to room temperature, at which temperature stirring was effected for another 4 hours stirred at 20° C. for one hour Then, the solvent was distilled off the residue was extracted from diethyl ether After washing the thus obtained ether layer with an aqueous solution of hydrochloric acid, ether was distilled off The thus obtained residue was dissolved in methanol reacted with hydrogen under heating Then, methanol was distilled off the resultant residue was purified on silica gel column chromatography (eluent/chloroform:methanol=90:10) the following results were obtained

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

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

Procedure: 50 g of monolaurylphosphoric acid and 100 g of ethanol were put into a 500 ml reaction vessel. Further, a solution of 7.83 g of 96% sodium hydroxide (purity was taken into consideration by calculating it from the degree of neutralization determined by titration). dissolved in 200 g of ion-exchanged water was added thereto. After the temperature was elevated to 80° C., it was confirmed that they were dissolved. Further, the solution was continuously stirred for 30 minutes. A solution of 28.1 g of zinc sulfate heptahydrate dissolved in 100 g of ion-exchanged water was added dropwise thereto to carry out a salt exchange reaction. After the completion of the addition, the mixture was stirred for 30 minutes. 11.75 g of an aqueous solution of 33.33% sodium hydroxide was added dropwise thereto to adjust the pH of the reaction mixture to 5. Further, the mixture was stirred for one hour. After the completion of the reaction, the reaction mixture was cooled and the product was recovered, washed with water and dried, to obtain 49.6 g of the particles of sodium zinc monolaurylphosphate. was added was elevated to 80° C. were dissolved was added dropwise a salt exchange reaction After the completion of the addition the mixture was stirred for 30 minutes Further, the mixture was stirred for one hour After the completion of the reaction the reaction mixture was cooled the product was recovered washed with water dried

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

Procedure: 50 g of monolaurylphosphoric acid and 100 g of ethanol were put into a 500 ml reaction vessel. Further, a solution of 7.83 g of 96% sodium hydroxide (purity was taken into consideration by calculating it from the degree of neutralization determined by titration) dissolved in 200g of ion-exchanged water was added thereto. After the temperature was elevated to 80° C., it was confirmed that they were dissolved. Further, the solution was continuously stirred for 30 minutes. A solution of 28.1 g of zinc sulfate heptahydrate dissolved in 100 g of ion-exchanged water was added dropwise thereto to carry out a salt exchange reaction. After the completion of the addition, the mixture was stirred for 30 minutes. 11.75 g of an aqueous solution of 33.33% sodium hydroxide was added dropwise thereto to adjust the pH of the reaction mixture to 5. Further, the mixture was stirred for one hour. After the completion of the reaction, the reaction mixture was cooled and the product was recovered, washed with water and dried, to obtain 49.6 g of the particles of sodium zinc monolaurylphosphate. was added was elevated to 80° C. were dissolved was added dropwise a salt exchange reaction After the completion of the addition the mixture was stirred for 30 minutes Further, the mixture was stirred for one hour After the completion of the reaction the reaction mixture was cooled the product was recovered washed with water dried

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

Procedure: 50 g of monolaurylphosphoric acid and 100 g of ethanol were put into a 500 ml reaction vessel. Further, a solution of 7.83 g of 96% sodium hydroxide (purity was taken into consideration by calculating it from the degree of neutralization determined by titration) dissolved in 200 g of ion-exchanged water was added thereto. After the temperature was elevated to 80° C., it was confirmed that they were dissolved. Further, the solution was continuously stirred for 30 minutes. A solution of 28.1 g of zinc sulfate heptahydrate dissolved in 100 g of ion-exchanged water was added dropwise thereto to carry out a salt exchange reaction. After the completion of the addition, the mixture was stirred for 30 minutes. 11.75 g cf an aqueous solution of 33.33% sodium hydroxide was added dropwise thereto to adjust the pH of the reaction mixture to 5. Further, the mixture was stirred for one hour. After the completion of the reaction, the reaction mixture was cooled and the product was recovered, washed with water and dried, to obtain 49.6 g of the particles of sodium zinc monolaurylphosphate. was added was elevated to 80° C. were dissolved was added dropwise a salt exchange reaction After the completion of the addition the mixture was stirred for 30 minutes was added dropwise Further, the mixture was stirred for one hour After the completion of the reaction the reaction mixture was cooled the product was recovered washed with water dried

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 100.0 g (0.38 mol) of monolauryl phosphoric acid and 134.4 g (1.13 mol) of thionyl chloride were charged in a reactor and heated under stirring at 50° C. for 4 hours under a nitrogen gas stream. After the reaction was completed, 100 ml of chloroform was added to dissolve the reaction product and 103.4 g (0.80 mol) quinoline was added and stirred. The solution was added dropwise at 0° C. under a nitrogen gas stream to a solution prepared by dissolving 157.5 g (0.46 mol) of benzyl-N-benzyloxycarbonyl serine into 100 ml of chloroform and cooled to 0° C. Stirring was effected at 0° C. for 4 hours and then the reaction temperature was raised to room temperature, at which temperature stirring was effected for another 4 hours. After the reaction was completed, the reactant was added with 100 ml of water and stirred at 20° C. for one hour. Then, the solvent was distilled off and the residue was extracted from diethyl ether. After washing the thus obtained ether layer with an aqueous solution of hydrochloric acid, ether was distilled off. The thus obtained residue was dissolved in methanol and reacted with hydrogen blown to the reactor under heating at reflux temperature of methanol at a normal pressure and in the presence of palladium/carbon catalyst for about 10 hours. Then, methanol was distilled off and the resultant residue was purified on silica gel column chromatography (eluent/chloroform:methanol=90:10). When 63.5 g of the thus obtained white solids were analyzed, the following results were obtained to prove that the compound is 2-amino-2-carboxyethyl-lauryl phosphoric acid (0.18 mol, yield 47.3%). heated was added stirred The solution was added dropwise at 0° C. under a nitrogen gas stream to a solution prepared cooled to 0° C Stirring was effected at 0° C. for 4 hours the reaction temperature was raised to room temperature, at which temperature stirring was effected for another 4 hours stirred at 20° C. for one hour Then, the solvent was distilled off the residue was extracted from diethyl ether After washing the thus obtained ether layer with an aqueous solution of hydrochloric acid, ether was distilled off The thus obtained residue was dissolved in methanol reacted with hydrogen under heating Then, methanol was distilled off the resultant residue was purified on silica gel column chromatography (eluent/chloroform:methanol=90:10) the following results were obtained