반응 #94172

반응 방정식

4-t-butylazo-4-cyanovaleryl chloride

2,2'-dihydroxybenzophenone

pyridine

ether

→

2-(4-t-butylazo-4-cyanovaleryloxy)-2'-hydroxybenzophenone

수율 71.2%

용매

water

pentane

반응 조건

후처리

1. 1
   기타round bottom flask equipped with a thermometer, condenser and magnetic stirring bar
2. 2
   workup.ADDITIONwas added 5.0 g
3. 3
   기타did not rise above 25° C
4. 4
   workup.ADDITIONAfter completion of the addition the reaction mixture
5. 5
   workup.ADDITIONdiluted with 100 ml
6. 6
   기타The ether layer was separated
7. 7
   세척washed consecutively with 5% HCl, water, 10% NaHCO3 solution and saturated sodium chloride solution
8. 8
   기타The ether was evaporated off
9. 9
   기타leaving a yellow solid
10. 10
    여과filtered
11. 11
    기타air dried
12. 12
    온도on heating above 80° C

실험 절차

To a solution of 4.68 g. (0.0218 m) of 2,2'-dihydroxybenzophenone and 2.5 ml. of pyridine in 30 ml. of ether in a 4 neck 100 ml. round bottom flask equipped with a thermometer, condenser and magnetic stirring bar was added 5.0 g. (0.0218 m) of 4-t-butylazo-4-cyanovaleryl chloride dropwise with cooling so the temperature did not rise above 25° C. After completion of the addition the reaction mixture was stirred 1/2 hour at room temperature and then diluted with 100 ml. of water. The ether layer was separated, washed consecutively with 5% HCl, water, 10% NaHCO3 solution and saturated sodium chloride solution. The ether was evaporated off leaving a yellow solid. The solid was slurried in pentane, filtered and air dried. The product weighed 6.3 g. (71.2% yield) and decomposed slowly on heating above 80° C. The infrared spectrum of the product was in agreement with the structure of the desired product.

출처