反应详情

To a suspension in which 2.01 g of N-(2-n-propyl-n-pentanoyl)glycine was supended in 30 ml of methylene chloride which was cooled in an ice-salt bath was added 2.06 g (10 mmole) of dicyclohexylcarbodiimide in the state of crystal as such, and the mixture was stirred for about 30 minutes while cooling. The suspension thus prepared was added to a solution in which 2.32 g (20 mmole) of hexamethylenediamine and 2.02 g (20 mmole) of triethylamine dissolved in 20 ml of methylene chloride. the mixture was stirred under cooling by ice-cold water for about 2 hours and then at room temperature for about 3 hours, and then allowed to stand overnight. Precipitated dicyclohexylurea was filtered off and the resulting filtrate having red-brownish color was washed with 50 ml of water three times. The methylene chloride solution thus obtained was dried over anhydrous sodium sulfate, and then condensed under reduced pressure to give red-brownish oily product. This material was purified by silica gel (Wako gel C-200, trade name, produced by Wako Jun-yaku Co.) column chromotagraphy using a developing solution comprising a mixed solvent of methanol: 28% aqueous ammonia=9:1 to give 1.94 g (Yield: 68%) of the title compound as red-brownish oily product.

1. temperaturewas cooled in an ice-salt bath
2. temperaturewhile cooling
3. customThe suspension thus prepared
4. stirringthe mixture was stirred
5. temperatureunder cooling by ice-cold water for about 2 hours
6. waitat room temperature for about 3 hours
7. waitto stand overnight
8. filtrationPrecipitated dicyclohexylurea was filtered off
9. washwas washed with 50 ml of water three times
10. customThe methylene chloride solution thus obtained
11. dry with materialwas dried over anhydrous sodium sulfate
12. customcondensed under reduced pressure
13. customto give red-brownish oily product
14. customThis material was purified by silica gel (Wako gel C-200, trade name, produced by Wako Jun-yaku Co.) column chromotagraphy