반응 #1172109

반응 방정식

1-cyclohexenylmethyl-2-aminomethylpyrrolidine

5-cyclopropylmethylsulphonyl-2-methyl-2,3-dihydrobenzofuran-7-carboxylic acid

chloroform

ethyl chloroformate

→

N-(1-Cyclohexenylmethyl-2-pyrrolidinyl-methyl)-5-cyclopropylmethylsulphonyl-2-methyl-2,3-dihydrobenzofuran-7-carboxamide

용매

water

triethylamine

Acetic acid

반응 조건

후처리

1. 1
   온도while maintaining the temperature between 0° C. and 5° C
2. 2
   workup.STIRRINGThe mixture was stirred for 1 hour, between 5° and 10° C.
3. 3
   기타The solution obtained
4. 4
   기타was obtained
5. 5
   workup.DISTILLATIONthe chloroform was distilled off
6. 6
   여과The solution remaining was filtered
7. 7
   기타The oil formed
8. 8
   기타was decanted
9. 9
   추출extracted with ether
10. 10
    workup.ADDITIONthe solution containing ether
11. 11
    건조was then dried over potassium carbonate
12. 12
    workup.DISTILLATIONThe ether was distilled off
13. 13
    workup.DISTILLATIONthe distillation towards the end
14. 14
    기타was obtained

실험 절차

97 g of 5-cyclopropylmethylsulphonyl-2-methyl-2,3-dihydrobenzofuran-7-carboxylic acid, 350 ml of chloroform and 34 g of triethylamine were introduced into a 1-liter round-bottomed flask. The solution was cooled to 0° C. and 36 g of ethyl chloroformate were then added dropwise, while maintaining the temperature between 0° C. and 5° C. The contents were then stirred for 1 hour between 0° C. and 5° C. and 67 g of 1-cyclohexenylmethyl-2-aminomethylpyrrolidine were then poured in dropwise, between 5° C. and 10° C. The mixture was stirred for 1 hour, between 5° and 10° C. and the temperature was then allowed to rise. The solution obtained was taken up with 2 liters of water. Acetic acid was added until a pH of 4 was obtained and the chloroform was distilled off. The solution remaining was filtered and then made alkaline with 30% sodium hydroxide until a color change of phenolphthalein was observed. The oil formed was decanted and extracted with ether and the solution containing ether was then dried over potassium carbonate. The ether was distilled off, the distillation towards the end being carried out under vacuum, until a constant weight was obtained.

출처