تفاعل #54156

معادلة التفاعل

C6H13COCl

HCl

phenol

nitrobenzene

nitrobenzene

AlCl3

→

product

المردود 82.0%

4-heptanoylphenol

المردود 82.0%

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThere are charged to a half-liter reactor 9.4 g
2. 2
   درجة الحرارةthe 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
   أخرىThe organic fraction is removed by decantation
8. 8
   غسيلthe aqueous fraction is washed twice with CCl4 (100 ml.)
9. 9
   أخرىThe organic fractions are collected
10. 10
    غسيلwashed three times with water (to neutrality)
11. 11
    أخرىThe solvent is evaporated under reduced pressure
12. 12
    تجفيفThe organic solution is dried over anhydrous Na2SO4
13. 13
    أخرىThe solid obtained
14. 14
    أخرىis recrystallized in benzene
15. 15
    أخرىThere are obtained 16.9 g

الإجراء التجريبي

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.

المصدر