1-(4-hydroxyphenyl)heptan-1-one

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. There are charged to a half-liter reactor 9.4 g the mixture is cooled below 5° C The resulting mixture is stirred vigorously there is added a solution of 15.5 g The mixture is stirred at ambient temperature for 12 hours the mixture is poured in 100 g The organic fraction is removed by decantation the aqueous fraction is washed twice with CCl4 (100 ml.) The organic fractions are collected 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

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. There are charged to a half-liter reactor 9.4 g the mixture is cooled below 5° C The resulting mixture is stirred vigorously there is added a solution of 15.5 g The mixture is stirred at ambient temperature for 12 hours the mixture is poured in 100 g The organic fraction is removed by decantation the aqueous fraction is washed twice with CCl4 (100 ml.) The organic fractions are collected 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

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. There are charged to a half-liter reactor 9.4 g the mixture is cooled below 5° C The resulting mixture is stirred vigorously there is added a solution of 15.5 g The mixture is stirred at ambient temperature for 12 hours the mixture is poured in 100 g The organic fraction is removed by decantation the aqueous fraction is washed twice with CCl4 (100 ml.) The organic fractions are collected 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