تفاعل #95094

معادلة التفاعل

trans-2-(4-nitrophenyl)cyclopropanecarboxylic acid

ethyl chloroformate

1-methyldecylamine

tetrahydrofuran

→

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

المذيبات

chloroform

chloroform

triethylamine

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر