N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Potassium carbonate (0.55 g) and 1-bromooctadecane (0.67 g) were added to a solution containing N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide (0.50 g) obtained in Example 1(1) in acetone (5 ml). After being stirred for 24 hours at 60° C., the reaction mixture was concentrated. The residue, with ethyl acetate added thereto, was washed with water and brine successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform: methanol=10:1), thereby yielding the entitled compound (0.42 g) as white solid. the reaction mixture was concentrated The residue, with ethyl acetate added was washed with water and brine successively dried over sodium sulfate anhydride concentrated The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform: methanol=10:1)

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

実験手順: Triethylamine (0.62 ml) and octadecyl isocyanate (1.38 ml) were added to a solution containing N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide (1.00 g) in methylene chloride (10 ml). After being stirred for 3.5 hours at room temperature, the reaction mixture was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and water successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 50 g, chloroform: methanol=30: 1 to 10: 1), thereby yielding the entitled compound (1.93 g) as white solid. washed with saturated sodium hydrogencarbonate aqueous solution and water successively dried over sodium sulfate anhydride concentrated The residue was purified by silica gel column chromatography (silica gel 50 g, chloroform: methanol=30: 1 to 10: 1)

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: N,N-Dimethyl-1,3-propanediamine (1.40 g) was added to 3,4-dihydrocoumarine (2.01 g) and stirred for 0.5 hour at 70° C., thereby yielding the entitled compound (3.60 g) as white solid.

反応条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Potassium carbonate (0.55 g) and 1-bromooctadecane (0.67 g) were added to a solution containing N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide (0.50 g) obtained in Example 1(1) in acetone (5 ml). After being stirred for 24 hours at 60° C., the reaction mixture was concentrated. The residue, with ethyl acetate added thereto, was washed with water and brine successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform:methanol=10:1), thereby yielding the entitled compound (0.42 g) as white solid. the reaction mixture was concentrated The residue, with ethyl acetate added was washed with water and brine successively dried over sodium sulfate anhydride concentrated The residue was purified by silica gel column chromatography (silica gel 40 g, chloroform:methanol=10:1)

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

実験手順: Triethylamine (0.62 ml) and octadecyl isocyanate (1.38 ml) were added to a solution containing N-[3-(dimethylamino)propyl]-3-(2-hydroxyphenyl)propanamide (1.00 g) in methylene chloride (10 ml). After being stirred for 3.5 hours at room temperature, the reaction mixture was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and water successively, dried over sodium sulfate anhydride, and concentrated. The residue was purified by silica gel column chromatography (silica gel 50 g, chloroform : methanol=30:1 to 10:1), thereby yielding the entitled compound (1.93 g) as white solid. washed with saturated sodium hydrogencarbonate aqueous solution and water successively dried over sodium sulfate anhydride concentrated The residue was purified by silica gel column chromatography (silica gel 50 g, chloroform : methanol=30:1 to 10:1)

反応条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: N,N-Dimethyl-1,3-propanediamine (1.40 g) was added to 3,4-dihydrocoumarine (2.01 g) and stirred for 0.5 hour at 70° C., thereby yielding the entitled compound (3.60 g) as white solid.