반응 #56535

반응 방정식

2,4-dichlorobenzyl cyanide

tetrahydrofuran

n-octylbromide

→

α-n-octyl-2,4-dichlorobenzyl cyanide

용매

water

반응 조건

후처리

1. 1
   세척Sodium hydride (0.13 moles as a 50% dispersion in mineral oil) is washed with 100 ml
2. 2
   기타of 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
   기타the resultant reaction mixture
6. 6
   추출extracted with (3×200 ml.) of ether
7. 7
   세척The combined ether extracts are washed, with water, dilute hydrochloric acid, saturated sodium, bicarbonate solution saturated sodium chloride solution
8. 8
   건조dried over magnesium sulfate
9. 9
   기타The solvent is evaporated
10. 10
    기타to give 39.8 g

실험 절차

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.

출처