ChemicalBook CAS DataBase List 1-(2,6-DIMETHYLPHENOXY)ACETONE

1-(2,6-DIMETHYLPHENOXY)ACETONE synthesis

8synthesis methods

Product Name:1-(2,6-DIMETHYLPHENOXY)ACETONE
CAS Number:53012-41-2
Molecular formula:C11H14O2
Molecular Weight:178.23

Benzene, 1,3-dimethyl-2-(2-propen-1-yloxy)-

15261-41-3
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53012-41-2
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Yield:53012-41-2 86%

Reaction Conditions:

with potassium bromate;palladium 10% on activated carbon in tetrahydrofuran;water at 65;Wacker Oxidation;

Steps:

Typical experimental procedure for Wacker oxidation with 10% Pd⁰/C-KBrO₃
General procedure: To the solution of olefine (1 mmol), in THF/water (4:1, 15 mL), 10% Pd/C (0.05 mmol) and KBrO₃ (3 mmol) were added. This mixture was heated at reflux temperature. After completion of reaction (checked by TLC), the mixture was diluted with water and filtered through Whatman 40 filter paper. The filtrate was extracted with ethyl acetate. The combined organic layer washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude residue was purified by column chromatography to get the product.

References:

Kulkarni, Mukund G.;Shaikh, Yunnus B.;Borhade, Ajit S.;Chavhan, Sanjay W.;Dhondge, Attrimuni P.;Gaikwad, Dnyaneshwar D.;Desai, Mayur P.;Birhade, Deekshaputra R.;Dhatrak, Nagorao R. [Tetrahedron Letters,2013,vol. 54,# 19,p. 2293 - 2295] Location in patent:supporting information

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576-26-1 Synthesis