반응 #493555

반응 방정식

ethyl acetate

1,8-diazabicyclo[5,4,0]undec-7-ene

methyl dichlorophosphate

5-(tert-Butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)pentanoic acid amide

→

title compound

수율 97.3%

5-(tert-butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)-pentanenitrile

수율 97.3%

용매

heptane

methylene chloride

반응 조건

후처리

1. 1
   기타the reaction was terminated with a saturated sodium bicarbonate aqueous solution
2. 2
   세척The organic layer was washed with brine
3. 3
   건조dried over magnesium sulfate
4. 4
   농축Concentration under reduced pressure
5. 5
   기타gave an oil

실험 절차

5-(tert-Butyldiphenylsilanyloxy)-3-(4-trifluoromethylphenyl)pentanoic acid amide (640 mg) was dissolved in methylene chloride (13 mL), and 1,8-diazabicyclo[5,4,0]undec-7-ene (862 μL) and methyl dichlorophosphate (301 μL) were added at 0° C. After stirring at room temperature for 1.5 hours, the reaction was terminated with a saturated sodium bicarbonate aqueous solution. The organic layer was washed with brine and then dried over magnesium sulfate. Concentration under reduced pressure gave an oil. The oil was allowed to pass through a silica gel pad (mobile phase:ethyl acetate:heptane=1:2) to obtain the title compound (600 mg).

출처