反应详情

Triethylamine (2.25 ml) was added to a suspension containing n-docosanoic acid (4.930 g) in chloroform (50 ml), and then ethyl chlorocarbonate (1.52 ml) was added thereto while being cooled with ice. After being stirred for 1.5 hours, a solution containing N-[2-(dimethylamino)ethyl]-1,2-benzenediamine (2.593 g) in chloroform (13 ml). After being stirred for 2.5 hours while being cooled with ice, the reaction mixture was diluted with chloroform, washed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated. Concentrated hydrochloric acid (12.1 ml) was added to a solution containing the residue (8.644 g) in ethanol (87 ml). After being stirred for 2.5 hours at 90° C., the reaction mixture was concentrated. The residue, with ethyl acetate added thereto, was washed with 1N sodium hydroxide aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated. The residue (6.90 g) was purified by silica gel column chromatography (silica gel 150 g, chloroform:methanol=60:1-30:1), thereby yielding the entitled compound (4.604 g) as pale yellow solid.

1. temperaturewhile being cooled with ice
2. stirringAfter being stirred for 2.5 hours
3. temperaturewhile being cooled with ice
4. washwashed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively
5. dry with materialdried over sodium sulfate anhydride
6. concentrationconcentrated
7. additionConcentrated hydrochloric acid (12.1 ml) was added to a solution
8. additioncontaining the residue (8.644 g) in ethanol (87 ml)
9. stirringAfter being stirred for 2.5 hours at 90° C.
10. concentrationthe reaction mixture was concentrated
11. additionThe residue, with ethyl acetate added
12. washwas washed with 1N sodium hydroxide aqueous solution and saturated brine successively
13. dry with materialdried over sodium sulfate anhydride
14. concentrationconcentrated
15. customThe residue (6.90 g) was purified by silica gel column chromatography (silica gel 150 g, chloroform:methanol=60:1-30:1)