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ChemicalBook CAS DataBase List Stearoylbenzoylmethane
58446-52-9

Stearoylbenzoylmethane synthesis

4synthesis methods
-

Yield:58446-52-9 74%

Reaction Conditions:

with sulfuric acid in water;sodium hydrogencarbonate

Steps:

6 Preparation of Benzoylstearoylmethane (SBM)
Example 6 Preparation of Benzoylstearoylmethane (SBM) Xylenes (dry, 180 mL), sodium tert-pentoxide (17.9 g; 0.163 mol), and methyl stearate (41.5 g; 0.139 mol) were placed into a four-necked, round bottom, half-liter flask equipped with a stirrer, a thermometer, and a reflux condenser with a distillation valve. The mixture was heated to 120° C. and kept at that temperature under a blanket of nitrogen. Acetophenone (15.0 g; 0.125 mol) was added slowly over a period of 30 minutes by means of a syringe pump. After 42 minutes, the distillation valve was opened and the distillate was removed as the reaction proceeded. After 1:05 hours from the beginning of the addition of the ketone, the mixture was cooled down to room temperature. Aqueous sulfuric acid (16%) was added with stirring until the pH of the aqueous layer was acidic. The organic layer was washed in a separation funnel with aqueous sodium bicarbonate and then with water. The solvents were evaporated on a Rotovap, and the solid residue was crystallized from methanol, affording SBM (35.7 g, 74% yield) having a purity of 98% (GC).

References:

Crompton Corporation US6410795, 2002, B1

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