ChemicalBook CAS DataBase List 3,5-Diacetoxyacetophenone

3,5-Diacetoxyacetophenone synthesis

4synthesis methods

Product Name:3,5-Diacetoxyacetophenone
CAS Number:35086-59-0
Molecular formula:C12H12O5
Molecular Weight:236.22

39192-49-9
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676-58-4 Synthesis

676-58-4
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35086-59-0
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Yield:35086-59-0 87%

Reaction Conditions:

tris(dibenzoylmethane)iron in tetrahydrofuran at -15; for 0.5 h;Product distribution / selectivity;Inert atmosphere;Grignard Reaction;

Steps:

4.3
Under a nitrogen atmosphere a 100 ml three-necked flask with magnetic stirrer, thermometer, dropping funnel and condenser was charged with 2 g (7.8 mmol) of diacetoxybenzoyl chloride, 169 mg (3mol-% based on acid chloride) of tris(dibenzoylmethanato) iron and 15 ml of dry THF. 2.6 ml of methylmagnesium chloride (3M in THF) were added dropwise to the solution over a period of 20 minutes. The reaction mixture was kept under stirring for further 10 minutes at -15 °C. The mixture was then quenched with aqueous ammonium chloride. After extraction of the mixture with ethyl acetate the extract was dried over MgSO₄ and concentrated. The residue was analyzed by GC. The yield was 87.0 %.

References:

DSM IP Assets B.V. EP2404891, 2012, A1 Location in patent:Page/Page column 5

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51863-60-6 Synthesis