反応 #54156

反応方程式

C6H13COCl

HCl

phenol

nitrobenzene

nitrobenzene

AlCl3

→

product

収率 82.0%

4-heptanoylphenol

収率 82.0%

反応条件

後処理

1. 1
   workup.ADDITIONThere are charged to a half-liter reactor 9.4 g
2. 2
   温度the 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
   その他The organic fraction is removed by decantation
8. 8
   洗浄the aqueous fraction is washed twice with CCl4 (100 ml.)
9. 9
   その他The organic fractions are collected
10. 10
    洗浄washed three times with water (to neutrality)
11. 11
    その他The solvent is evaporated under reduced pressure
12. 12
    乾燥The organic solution is dried over anhydrous Na2SO4
13. 13
    その他The solid obtained
14. 14
    その他is recrystallized in benzene
15. 15
    その他There are obtained 16.9 g

実験手順

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.

出典