تفاعل #935684

معادلة التفاعل

2-aminoundecane

3-(3-nitrophenyl)propenoyl chloride

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title product

المردود 83.0%

N-(1-Methyldecyl)-3-(3-Nitrophenyl)propenamide

المردود 83.0%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىat ca. 5° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   أخرىThe solvent was removed by evaporation in vacuo
4. 4
   أخرىthe residue was partitioned between ethyl acetate and water
5. 5
   أخرىThe ethyl acetate layer was removed
6. 6
   غسيلwashed successively with 1 N hydrochloric acid and water
7. 7
   أخرىdried
8. 8
   أخرىEvaporation of the solvent in vacuo
9. 9
   أخرىfollowed by recrystallization of the residue from hexane
10. 10
    أخرىafforded 26 g

الإجراء التجريبي

To a stirred solution of 31.0 g. of 2-aminoundecane in 100 ml. of tetrahydrofuran, was added a solution of 19.0 g. 3-(3-nitrophenyl)propenoyl chloride in 100 ml. of tetrahydrofuran, dropwise, during 75 minutes, at ca. 5° C. After the addition, the mixture was allowed to warm to room temperature, and stirring was continued for 45 minutes. The solvent was removed by evaporation in vacuo, and the residue was partitioned between ethyl acetate and water. The ethyl acetate layer was removed, washed successively with 1 N hydrochloric acid and water, and dried. Evaporation of the solvent in vacuo, followed by recrystallization of the residue from hexane, afforded 26 g. (83% yield) of the title product, m.p. 81°-83° C.

المصدر