Hydrochloric Acid → 4'-Hydroxyheptanophenone

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.

1. additionThere are charged to a half-liter reactor 9.4 g
2. temperaturethe mixture is cooled below 5° C
3. stirringThe resulting mixture is stirred vigorously
4. additionthere is added a solution of 15.5 g
5. stirringThe mixture is stirred at ambient temperature for 12 hours
6. additionthe mixture is poured in 100 g
7. customThe organic fraction is removed by decantation
8. washthe aqueous fraction is washed twice with CCl4 (100 ml.)
9. customThe organic fractions are collected
10. washwashed three times with water (to neutrality)
11. customThe solvent is evaporated under reduced pressure
12. dry with materialThe organic solution is dried over anhydrous Na2SO4
13. customThe solid obtained
14. customis recrystallized in benzene
15. customThere are obtained 16.9 g

ORDレコード

ord-b1299f3dbcbc49849b5ecf7df9c50d05

出典データセット

uspto-grants-1979_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04147655