反应详情

A solution of 17.90 g (0.045 mole) of N-methyl-N-(phenylmethyl)-1,2-ethanediamine and 1,1'-carbonyldiimidazole (0.05 mole) in 100 ml of tetrahydrofuran was stirred at room temperature for 1 hour. To the mixture was added 10.52 g, (0.04 mole) of 1-methyl-N-[2-(phenysulfonyl)ethyl]ethanamine and the resulting solution heated overnight at gentle reflux. The reaction mixture was stripped to dryness and partitioned between chloroform and water; removal of chloroform gave a dark brown oil. The oil was dissolved in chloroform and extracted with 1N sulfuric acid (saturated with sodium chloride). The acidic layer was made alkaline, extracted with chloroform, and the solvent removed to give a light brown oil. The oil was subjected to chromatography on a Florisil column and eluted with methanol-methylene chloride. After combining appropriate fractions from the column and removing solvent, an oil was obtained. The oil was triturated with diethyl ether and dried at 80° C. in vacuo overnight. This furnished 6.75 g (40.4%) of clear oil.

1. temperaturethe resulting solution heated overnight at gentle reflux
2. custompartitioned between chloroform and water
3. customremoval of chloroform
4. customgave a dark brown oil
5. extractionextracted with 1N sulfuric acid (saturated with sodium chloride)
6. extractionextracted with chloroform
7. customthe solvent removed
8. customto give a light brown oil
9. washeluted with methanol-methylene chloride
10. customremoving solvent
11. customan oil was obtained
12. customThe oil was triturated with diethyl ether
13. customdried at 80° C. in vacuo overnight