반응 #54156

반응 방정식

C6H13COCl

HCl

phenol

nitrobenzene

nitrobenzene

AlCl3

→

product

수율 82.0%

4-heptanoylphenol

수율 82.0%

반응 조건

후처리

1. 1
   workup.ADDITIONThere are charged to a half-liter reactor 9.4 g
2. 2
   온도the mixture is cooled below 5° C
3. 3
   workup.STIRRINGThe resulting mixture is stirred vigorously
4. 4
   workup.ADDITIONthere is added a solution of 15.5 g
5. 5
   workup.STIRRINGThe mixture is stirred at ambient temperature for 12 hours
6. 6
   workup.ADDITIONthe mixture is poured in 100 g
7. 7
   기타The organic fraction is removed by decantation
8. 8
   세척the aqueous fraction is washed twice with CCl4 (100 ml.)
9. 9
   기타The organic fractions are collected
10. 10
    세척washed three times with water (to neutrality)
11. 11
    기타The solvent is evaporated under reduced pressure
12. 12
    건조The organic solution is dried over anhydrous Na2SO4
13. 13
    기타The solid obtained
14. 14
    기타is recrystallized in benzene
15. 15
    기타There are obtained 16.9 g

실험 절차

There are charged to a half-liter reactor 9.4 g. (0.1 mole) of phenol in 150 ml. of nitrobenzene. The contents of the reactor are stirred and the mixture is cooled below 5° C. Then 27 g. (0.2 mole) of AlCl3 is added in small portions over 1/2 hour. The resulting mixture is stirred vigorously and then there is added a solution of 15.5 g. of C6H13COCl (~ 0.011 mole) in 50 ml. of nitrobenzene over an hour while the temperature is kept below 5° C. The mixture is stirred at ambient temperature for 12 hours and then the mixture is poured in 100 g. of ice and 50 ml. of concentrated HCl and stirred for 1/2 hour. The organic fraction is removed by decantation and the aqueous fraction is washed twice with CCl4 (100 ml.). The organic fractions are collected and washed three times with water (to neutrality). The solvent is evaporated under reduced pressure. The organic solution is dried over anhydrous Na2SO4. The solid obtained is recrystallized in benzene. There are obtained 16.9 g. of pure product (yield 82%), melting point: 93° C.

출처