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ChemicalBook CAS DataBase List 3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE
14035-33-7

3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE synthesis

12synthesis methods
Preparation by reaction of acetic acid on 2,6-ditert-butylphenol with trifluoroacetic anhydride at r.t.
-

Yield: 95%

Reaction Conditions:

AlCl3 in tetrachloromethane

Steps:

1 EXAMPLE 1
EXAMPLE 1 Eight hundred milliliters of dry CCl4 was cooled to 0° to 5° C. Anhydrous AlCl3, 96.4 grams (0.70 mole) was added followed by the dropwise addition of 50 milliliters (0.70 mole) of acetyl chloride. After the addition of acetyl chloride was completed, 103 grams (0.50 mole) of 2,6-di-t-butylphenol dissolved in 100 milliliters of CCl4 was added over a 1 hour period while maintaining a temperature below 10° C. The mixture was slowly warmed to room temperature and stirred an additional hour. The aluminum chloride/3,5-di-t-butyl-4-hydroxyacetophenone complex was hydrolyzed by pouring the reaction mixture into an excess of cold dilute hydrochloric acid. The lower CCl4 layer was separated, and the solvent was evaporated to obtain 118 grams of 3,5-di-t-butyl-4-hydroxyacetophenone with a 95 percent yield and a melting point of 146 to 148° C.

References:

The Goodyear Tire & Rubber Company US4072724, 1978, A

3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE Related Search:

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