反应详情

温度

20 °C

N-[3-(4-Methyl-1-piperazinyl)propoxy]phthalimide may be obtained in the following manner: a solution of 1-(3-hydroxypropyl)-4-methylpiperazine (8.4 g), N-hydroxyphthalimide (8.2 g) and triphenylphosphine (13.1 g) in tetrahydrofuran (120 cc) is cooled to a temperature in the region of 0° C. and ethyl azodicarboxylate (10.1 g) is added in the course of 30 minutes. The solution obtained is stirred at a temperature in the region of 20° C. for 18 hours and is then concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C. The crude oil obtained is chromatographed on a column 5 cm in diameter containing silica (0.063-0.2 mm) (400 g). The column is eluted with mixtures of ethyl acetate and methanol, collecting 500-cc fractions. The first 5 fractions originating from elution with pure ethyl acetate and the next 5 fractions originating from elution with a mixture of ethyl acetate and methanol (70:30 by volume) are discarded. The next fraction originating from elution with a mixture of ethyl acetate and methanol (70:30 by volume), the next 5 fractions originating from elution with a mixture of ethyl acetate and methanol (50:50 by volume) and the next 2 fractions originating from elution with pure methanol are combined and concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C. N-[3-(4-Methyl-1-piperazinyl)propoxy]phthalimide (11.4 g) is thereby obtained in the form of a red oil (Rf=0.2; thin-layer chromatography on silica, eluent: ethyl acetate/methanol, 50:50 by volume).

1. additionis added in the course of 30 minutes
2. customThe solution obtained
3. concentrationis then concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C
4. customThe crude oil obtained
5. customis chromatographed on a column 5 cm in diameter
6. additioncontaining silica (0.063-0.2 mm) (400 g)
7. washThe column is eluted with mixtures of ethyl acetate and methanol
8. customcollecting 500-cc fractions
9. washThe first 5 fractions originating from elution with pure ethyl acetate
10. washthe next 5 fractions originating from elution with a mixture of ethyl acetate and methanol (70:30 by volume)
11. washThe next fraction originating from elution
12. additionwith a mixture of ethyl acetate and methanol (70:30 by volume)
13. washthe next 5 fractions originating from elution with a mixture of ethyl acetate and methanol (50:50 by volume)
14. washthe next 2 fractions originating from elution with pure methanol
15. concentrationconcentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at a temperature in the region of 60° C