반응 #953920

반응 방정식

n-butyl 4-t-butylazo-4-chlorovalerate

pentane

phenylmagnesium bromide

phenylmagnesium bromide

→

product

수율 66.0%

n-butyl 4-t-butylazo-4-phenylvalerate

수율 66.0%

용매

ether

반응 조건

후처리

1. 1
   기타To a clean, dry
2. 2
   기타500 ml, 4-neck round bottom flask equipped with a mechanical stirrer
3. 3
   기타thermometer, condenser with drying tube
4. 4
   기타at 10°-15° C
5. 5
   workup.ADDITIONAfter the addition
6. 6
   workup.STIRRINGthe reaction was stirred for an additional 45 minutes at 15° C
7. 7
   기타was destroyed
8. 8
   workup.STIRRINGThe reaction mixture was then stirred into 200 ml
9. 9
   workup.DISSOLUTIONof 5% HCl until the magnesium salts dissolved
10. 10
    기타The pentane layer was separated
11. 11
    세척washed with 5% HCl, water
12. 12
    건조dried over anhydrous sodium sulfate
13. 13
    여과filtered
14. 14
    기타the pentane evaporated

실험 절차

To a clean, dry, 500 ml, 4-neck round bottom flask equipped with a mechanical stirrer, thermometer, condenser with drying tube and under a nitrogen atmosphere was added a solution of 70 grams (0.253 moles) of n-butyl 4-t-butylazo-4-chlorovalerate (prepared as in Example XX) in 200 ml. of pentane and the solution cooled to 5° C. With rapid stirring 86.6 ml. (0.26 moles) of a 3 molar solution of phenylmagnesium bromide in ether was added from a dropping funnel over 1/2 hour holding the reaction temperature at 10°-15° C with an ice bath. After the addition was complete, the reaction was stirred for an additional 45 minutes at 15° C. Ice chips were then added to the stirred reaction until the excess phenylmagnesium bromide was destroyed. The reaction mixture was then stirred into 200 ml. of 5% HCl until the magnesium salts dissolved. The pentane layer was separated, washed with 5% HCl, water, dried over anhydrous sodium sulfate, filtered and the pentane evaporated to leave 53 grams (66% yield) of product.

출처