تفاعل #493555

معادلة التفاعل

ethyl acetate

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

methyl dichlorophosphate

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

→

title compound

المردود 97.3%

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

المردود 97.3%

المذيبات

heptane

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction was terminated with a saturated sodium bicarbonate aqueous solution
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over magnesium sulfate
4. 4
   تركيزConcentration under reduced pressure
5. 5
   أخرىgave an oil

الإجراء التجريبي

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).

المصدر