반응 #95094

반응 방정식

trans-2-(4-nitrophenyl)cyclopropanecarboxylic acid

ethyl chloroformate

1-methyldecylamine

tetrahydrofuran

→

trans-N-(1-Methyldecyl)-2-(4-nitrophenyl)cyclopropanecarboxamide

용매

chloroform

chloroform

triethylamine

반응 조건

후처리

1. 1
   기타The clear solution thus obtained
2. 2
   workup.STIRRINGStirring
3. 3
   workup.WAITwas continued for 20 minutes
4. 4
   기타The cooling bath was removed
5. 5
   workup.STIRRINGstirring
6. 6
   workup.WAITwas continued for 1 hour
7. 7
   기타At this point the solvent was removed in vacuo
8. 8
   기타the residue was triturated with ether
9. 9
   기타was removed by filtration
10. 10
    기타The ether was evaporated in vacuo
11. 11
    기타the residue was recrystallized from a 1:1 mixture of isopropanol and petroleum ether

실험 절차

To a stirred slurry of 2.1 g. of trans-2-(4-nitrophenyl)cyclopropanecarboxylic acid in 30 ml. of tetrahydrofuran was added 1.1 g. of triethylamine. The clear solution thus obtained was cooled to ca. 5° C., and a solution of 1.2 g. of ethyl chloroformate in 5 ml. of chloroform was added dropwise, with stirring, during 15 minutes. Stirring was continued for 20 minutes, and then a solution of 1.9 g. of 1-methyldecylamine in 5 ml. of chloroform was added dropwise during 15 minutes. The cooling bath was removed, and stirring was continued for 1 hour. At this point the solvent was removed in vacuo and the residue was triturated with ether. The solid which remained out of solution was removed by filtration and discarded. The ether was evaporated in vacuo, and the residue was recrystallized from a 1:1 mixture of isopropanol and petroleum ether. This afforded 2.9 g. of the title compound as a waxy solid.

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