Реакция #493555

Уравнение реакции

ethyl acetate

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

methyl dichlorophosphate

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

→

title compound

Выход 97.3%

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

Выход 97.3%

Растворители

heptane

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеthe reaction was terminated with a saturated sodium bicarbonate aqueous solution
2. 2
   ПромывкаThe organic layer was washed with brine
3. 3
   Сушкаdried over magnesium sulfate
4. 4
   КонцентрированиеConcentration under reduced pressure
5. 5
   Другоеgave an oil

Методика

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).

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