反应 #95086

反应方程式

2-aminoundecane

3-(3-nitrophenyl)propenoyl chloride

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title product

收率 83.0%

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

收率 83.0%

溶剂

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   其他at ca. 5° C
2. 2
   workup.ADDITIONAfter the addition
3. 3
   其他The solvent was removed by evaporation in vacuo
4. 4
   其他the residue was partitioned between ethyl acetate and water
5. 5
   其他The ethyl acetate layer was removed
6. 6
   洗涤washed successively with 1 N hydrochloric acid and water
7. 7
   其他dried
8. 8
   其他Evaporation of the solvent in vacuo
9. 9
   其他followed by recrystallization of the residue from hexane
10. 10
    其他afforded 26 g

实验过程

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.

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