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ChemicalBook CAS DataBase List 3-HYDROXYBENZOPHENONE

3-HYDROXYBENZOPHENONE synthesis

13synthesis methods
Preparation by aromatization of 5-benzoyl-2- cyclohexenone,
? in the presence of 10% Pd/C in refluxing xylene for 6 h (60%)
? in the presence of lithium bromide and cupric bromide in refluxing acetonitrile for 1 h (75%).
-

Yield: 78%

Reaction Conditions:

aluminium chloride in benzene

Steps:

a Synthesis of 3-hydroxybenzophenone. (R1 =R2 =R3 =H) (II)
EXAMPLE a Synthesis of 3-hydroxybenzophenone. (R1 =R2 =R3 =H) (II) 0.1 mole of m-methoxybenzoyl chloride and 0.11 mole of aluminium chloride are refluxed for 8 hours in 100 ml of benzene. An oily product is formed, which is distilled (198° C./13 mm Hg). Yield: 60%. 0.1 mole of the 3-methoxybenzophenone thus obtained is heated under reflux for 9 hours in 100 ml of 48% hydrobromic acid. When the hydrolysis is finished the product obtained is recrystallized in a mixture of equal volumes of water and alcohol. Yield: 78%. Melting point of the product obtained: 118° C.

References:

Unicler US4277497, 1981, A

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