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

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

12synthesis methods

Product Name:3,5-DI-TERT-BUTYL-4-HYDROXYACETOPHENONE
CAS Number:14035-33-7
Molecular formula:C16H24O2
Molecular Weight:248.36

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

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75-36-5 Synthesis

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14035-33-7
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$18.00/250mg

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

128-39-2
354 suppliers
$5.00/25g

14035-33-7
58 suppliers
$18.00/250mg

References