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Method for preparing aldehydes and ketones by oxidizing alcohol compounds

A compound and alcohol oxidation technology, which is applied in the field of inorganic composite potassium salt as an oxidant, can solve the problems of heavy metal waste, environmental pollution, etc., and achieve the effects of improving oxidation efficiency, high conversion rate, and high selectivity

Inactive Publication Date: 2007-12-12
NORTHWEST NORMAL UNIVERSITY
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

On the one hand, this causes an extreme waste of heavy metals, and on the other hand, the unwanted reaction by-products cause environmental pollution. Many countries have banned the use of these heavy metal oxidants on an industrial scale.

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  • Method for preparing aldehydes and ketones by oxidizing alcohol compounds

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Embodiment 1

[0019] Embodiment 1: in 50mL round bottom flask, add 25mL water, add cyclopentanol 100 μ l (0.19mmol), stir well, at 55 ℃, under stirring condition, add potassium persulfate content to the above-mentioned mixture and be the inorganic complex potassium of 25.2% 0.3g salt, reacted for 5 hours; extracted sequentially with 3×10mL ethyl acetate, combined the organic phases, dried the mixture with anhydrous magnesium sulfate for 2.0h, filtered, and vacuum-filtered the filtrate to dry; then dissolved the mixture with an appropriate amount of acetone, slowly Pour into a chromatographic column, and use carbon tetrachloride and ethanol as eluents (the volume ratio of the two is 8:1) to be eluted by column chromatography, and the separated products are detected by TLC, combined, and dried in vacuo. The resulting product is cyclopentanone. According to gas chromatography (GC) analysis, the conversion rate of cyclopentanol is 90%, and the selectivity of product cyclopentanone is 100%.

Embodiment 2

[0020] Example 2: Add 25 mL of water to a 50 mL round bottom flask, add 80 μl (0.19 mmol) of cyclohexanol, and stir evenly. The reaction temperature was 45° C., and 0.3 g of inorganic composite potassium salt with a potassium hydrogen persulfate content of 18.6% was added to the above mixture under stirring condition; the reaction was carried out for 4 hours. Extracted sequentially with 3×10 mL petroleum ether, combined the organic phases, dried with anhydrous magnesium sulfate for 2.0 h, filtered, and the filtrate was vacuum-filtered and dried. Then dissolve the mixture with an appropriate amount of acetone, slowly pour it into a chromatographic column, and use carbon tetrachloride and n-propanol as eluents (the volume ratio of the two is 10:1) to separate through column chromatography, and the isolated product is separated by TLC After detection, pooled and vacuum dried. The resulting product is cyclohexanone. According to gas chromatography (GC) analysis, the conversion r...

Embodiment 3

[0021] Example 3: Add 25 mL of water into a 50 mL round bottom flask, add 140 μl (0.19 mmol) of 3,4-dimethoxybenzhydryl alcohol, and stir evenly. The reaction temperature was 35° C., and 0.2 g of inorganic composite potassium salt with a potassium hydrogen persulfate content of 36.5% was added to the above mixture under stirring condition; the reaction was carried out for 3 hours. Sequentially extract with 3×10 mL ethyl acetate, combine the organic phases, dry with anhydrous magnesium sulfate for 2.0 h, filter, and the filtrate is vacuum-filtered and dried. Then dissolve the mixture with an appropriate amount of chloroform, and slowly pour it into a chromatographic column. The resulting mixture is separated by column chromatography with sherwood oil and ethanol as eluent (the volume ratio of the two is 6: 1), and the isolated product is separated by column chromatography. After TLC detection, they were combined and dried in vacuum. The product obtained is 3,4-dimethoxybenzoph...

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Abstract

The invention discloses a method for preparing aldehyde and ketone with high- efficiency and high- selectiveity oxide alchol. It comprises following steps: , mixing alchol and inorganic compound potassium salt with molar ratio being 1: 0.5- 1: 3, adding it into polar solvent, stirring for 1- 12 hours at 25- 75 Deg. C, extracting with organic solution and drying, dissolving in acetone or chloroform, separating in chromatographic column, drying and getting relevant aldehyde and ketone. The conversion rate of aldehyde and ketone is 50- 100% tested by gas-chromatography, and the productivity selectivity is 90- 100%. The invention replaces transit heavy metal with inorganic compound potassium salt and avoids heavy metal waste and reduces oxidation cost; the process is simple, operation is convenient and safe and the saide product is harmless to environment.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for preparing aldehydes and ketones by oxidizing alcohol compounds, in particular to a method for preparing aldehydes and ketones by oxidizing alcohol compounds by using an inorganic composite potassium salt as an oxidant. Background technique [0002] The oxidation of alcohols to aldehydes and ketones plays an important role in organic synthesis, and the oxidation products are widely used in the synthesis of fine chemicals and organic intermediates. The world's annual production of carbonyl compounds exceeds 10 7 t, most of these compounds originate from the oxidation of alcohols. Traditional methods for the synthesis of aldehydes and ketones use transition metal inorganic oxidants, such as MnO 2 , KMnO 4 , CrO 3 、K 2 CrO 3 、K 2 CrO 7 and other oxidation systems for the oxidation of alcohols. On the one hand, this causes an extreme waste of heavy metals...

Claims

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Application Information

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IPC IPC(8): C07C45/29
Inventor 雷自强杨尧霞燕鹏华张哲杨志旺
Owner NORTHWEST NORMAL UNIVERSITY
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