Dihydro-3-octadecylfuran-2,5-dione

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

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

Procedure: 3.7 Grams of 4-aminophenol and 80 ml of ethyl methyl ketone were charged in a 300 ml flask equipped with a stirrer and a condenser and stirred in an atmosphere of room temperature. Thereto was added 12.0 g of powdery n-octadecylsuccinic anhydride little by little in several parts, followed by stirring at 70°-75° C. for 1 hour. Then, 120 ml of diglyme was added thereto, followed by heating with gently passing N2 gas to first distill off ethyl methyl ketone and then slowly distill off diglyme. After distilling off most of diglyme (the time required: about 3 hours), 120 ml of toluene was added to the residue, followed by leaving to cool. The precipitated crystal was filtered off and washed. The crystal was recrystallized from n-propanol to obtain 10.6 g of the desired product. m.p. 133°-134° C. equipped with a stirrer and a condenser by stirring at 70°-75° C. for 1 hour to first distill off ethyl methyl ketone slowly distill off diglyme After distilling off most of diglyme (the time about 3 hours), 120 ml of toluene was added to the residue by leaving to cool The precipitated crystal was filtered off washed The crystal was recrystallized from n-propanol

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

Procedure: 3.7 Grams of 4-aminophenol and 80 ml of ethyl methyl ketone were charged in a 300 ml flask equipped with a stirrer and a condenser and stirred in an atmosphere of room temperature. Thereto was added 12.0 g of powdery n-octadecylsuccinic anhydride little by little in several parts, followed by stirring at 70°-75° C. for 1 hour. Then, 120 ml of diglyme was added thereto, followed by heating with gently passing N2 gas to first distill off ethyl methyl ketone and then slowly distill off diglyme. After distilling off most of diglyme (the time required: about 3 hours), 120 ml of toluene was added to the residue, followed by leaving to cool. The precipitated crystal was filtered off and washed. The crystal was recrystallized from n-propanol to obtain 10.6 g of the desired product. m.p. 133°-134° C. equipped with a stirrer and a condenser by stirring at 70°-75° C. for 1 hour to first distill off ethyl methyl ketone slowly distill off diglyme After distilling off most of diglyme (the time about 3 hours), 120 ml of toluene was added to the residue by leaving to cool The precipitated crystal was filtered off washed The crystal was recrystallized from n-propanol

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

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

Procedure: A 300 mL reaction flask was charged with 63.2 g of octadecyl succinic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.) and 21.0 g of 6-amino-1-hexanol (manufactured by Tokyo Chemical Industry Co., Ltd.), and the resulting mixture was reacted at 160° C. for 3.5 hours under continuous nitrogen purging and with vigorous stirring. The reaction product was purified by silica gel column chromatography, yielding 55.87 g of N-(6-hydroxyhexyl)octadecyl succinimide (yield: 69.0%). A 300 mL reaction flask the resulting mixture was reacted at 160° C. for 3.5 hours under continuous nitrogen purging and with vigorous stirring The reaction product was purified by silica gel column chromatography

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

Procedure: A 50 mL reaction flask was charged with 17.6 g of octadecyl succinic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.) and 3.1 g of ethanolamine (manufactured by Tokyo Chemical Industry Co., Ltd.), and the resulting mixture was reacted at 160° C. for 4 hours under continuous nitrogen purging and with vigorous stirring. The reaction product was purified by silica gel column chromatography (mobile phase: ethyl acetate/hexane), yielding 10.6 g of N-(2-hydroxyethyl)octadecyl succinimide (yield: 54%). A 50 mL reaction flask the resulting mixture was reacted at 160° C. for 4 hours under continuous nitrogen purging and with vigorous stirring The reaction product was purified by silica gel column chromatography (mobile phase: ethyl acetate/hexane)

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

Procedure: 3.7 Grams of 4-aminophenol and 80 ml of ethyl methyl ketone were charged in a 300 ml flask equipped with a stirrer and a condenser and stirred in an atmosphere of room temperature. Thereto was added 12.0 g of powdery n-octadecylsuccinic anhydride little by little in several parts, followed by stirring at 70°-75° C. for 1 hour. Then, 120 ml of diglyme was added thereto, followed by heating with gently passing N2 gas to first distill off ethyl methyl ketone and then slowly distill off diglyme. After distilling off most of diglyme (the time required: about 3 hours), 120 ml of toluene was added to the residue, followed by leaving to cool. The precipitated crystal was filtered off and washed. The crystal was recrystallized from n-propanol to obtain 10.6 g of the desired product. m.p. 133°-134° C. equipped with a stirrer and a condenser by stirring at 70°-75° C. for 1 hour to first distill off ethyl methyl ketone slowly distill off diglyme After distilling off most of diglyme (the time about 3 hours), 120 ml of toluene was added to the residue by leaving to cool The precipitated crystal was filtered off washed The crystal was recrystallized from n-propanol