반응 #161007

반응 방정식

dimethylaminopyridine

di-t-butyl dicarbonate

1-aminocyclohexanecarboxylic acid methyl ester

triethylamine

furfuryl alcohol

→

title compound

수율 88.1%

1-[[(2-Furanylmethoxy)carbonyl]amino]cyclohexanecarboxylic acid methyl ester

수율 88.1%

용매

toluene

toluene

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
2. 2
   온도the mixture was heated
3. 3
   온도under reflux for 3 hours
4. 4
   기타was returned to room temperature
5. 5
   농축was concentrated under reduced pressure
6. 6
   기타The obtained residue was crushed by a mortar
7. 7
   workup.STIRRINGstirred in a mixture solution of 5 ml of hydrochloric acid and 3 L of water for 18 hours
8. 8
   여과The obtained crystal was collected by filtration

실험 절차

3.67 g (30 mmol) of dimethylaminopyridine was added to a solution of 65.48 g (0.3 mol) of di-t-butyl dicarbonate in 300 ml of anhydrous toluene, and the mixture was stirred at room temperature for 15 minutes. A solution of 47.17 g (0.3 mol) of 1-aminocyclohexanecarboxylic acid methyl ester in 100 ml of anhydrous toluene was added to the reaction solution, and the mixture was stirred at room temperature for 1 hour. Further, after 60.71 g (0.6 mol) of triethylamine and 44.1 g (0.45 mol) of furfuryl alcohol were added, the mixture was heated under reflux for 3 hours. The reaction solution was returned to room temperature and was concentrated under reduced pressure. The obtained residue was crushed by a mortar and stirred in a mixture solution of 5 ml of hydrochloric acid and 3 L of water for 18 hours. The obtained crystal was collected by filtration to obtain 74.37 g (88%) of the title compound.

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