反应 #56535

反应方程式

2,4-dichlorobenzyl cyanide

tetrahydrofuran

n-octylbromide

→

α-n-octyl-2,4-dichlorobenzyl cyanide

溶剂

water

反应条件

后处理

1. 1
   洗涤Sodium hydride (0.13 moles as a 50% dispersion in mineral oil) is washed with 100 ml
2. 2
   其他of dry n-hexane to remove the mineral oil
3. 3
   workup.ADDITIONTo this sodium hydride suspension is added dropwise at room temperature
4. 4
   workup.ADDITIONWhen the addition
5. 5
   其他the resultant reaction mixture
6. 6
   萃取extracted with (3×200 ml.) of ether
7. 7
   洗涤The combined ether extracts are washed, with water, dilute hydrochloric acid, saturated sodium, bicarbonate solution saturated sodium chloride solution
8. 8
   干燥dried over magnesium sulfate
9. 9
   其他The solvent is evaporated
10. 10
    其他to give 39.8 g

实验过程

Sodium hydride (0.13 moles as a 50% dispersion in mineral oil) is washed with 100 ml. of dry n-hexane to remove the mineral oil, then blanketed with dry nitrogen and suspended in 250 ml. of freshly distilled tetrahydrofuran. To this sodium hydride suspension is added dropwise at room temperature, a solution of 2,4-dichlorobenzyl cyanide (25 g., 0.13 mole) dissolved in 100 ml. of tetrahydrofuran. When the addition is completed the temperature is maintained at 30° C. for an additional 0.5 hours. A solution of n-octylbromide (27 g., 0.14 mole) is then added dropwise and the resultant reaction mixture is stirred at 40° C. overnight under nitrogen. The reaction mixture is poured into 1 liter of water and extracted with (3×200 ml.) of ether. The combined ether extracts are washed, with water, dilute hydrochloric acid, saturated sodium, bicarbonate solution saturated sodium chloride solution, and dried over magnesium sulfate. The solvent is evaporated to give 39.8 g. (100%) of product.

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