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Synthesis method of cyclobutanone

A synthesis method and technology of cyclobutanone, which are applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of hydroxyl compounds, etc., can solve problems such as affecting the use of cyclobutanone and being difficult to separate.

Pending Publication Date: 2020-05-12
BTC PHARMA TECH CO LTD
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But the cyclobutanone crude product that these two kinds of methods obtain all contain following impurity: unreacted cyclopropanol, unreacted cyclobutanol, 3-buten-1-alcohol, cyclopropanaldehyde, cyclopropanecarboxylic acid, Various ether impurities, and the boiling point of these impurities is close to the boiling point of cyclobutanone, it is difficult to separate, which seriously affects the subsequent use of cyclobutanone

Method used

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  • Synthesis method of cyclobutanone

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Embodiment Construction

[0030] Unless otherwise specified, the experimental methods used in the following examples are conventional methods, and those of ordinary skill in the art can choose other commonly used methods in the art to replace the specification on the basis of the disclosure of the present invention.

[0031] The present invention discloses a kind of synthetic method of cyclobutanone, and its reaction formula is as follows:

[0032]

[0033] Add 300g of raw material A1 and 1.5L of methyl tert-butyl ether into a cleaned and dried 5L kettle. After the system is dissolved, cool down to 0°C with an ice-water bath, and add 131.9g of sodium borohydride in batches, (about 15g per batch ), at the beginning the system exothermic and degassed obviously, and the internal temperature rose up to 40°C; the system continued to control the temperature dropwise, and the system exothermed obviously, and the maximum did not exceed 50°C. Dilute, and then adjust the pH to be weakly alkaline (pH 8-9), GC ...

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Abstract

The invention provides a synthesis method of cyclobutanone. The method taking cyclopropanecarboxylic acid as a raw material comprises the following steps: reducing the raw material into cyclopropylmethanol, rearranging the cyclopropylmethanol under an acidic condition to obtain cyclobutanol, and carrying out TEMPO oxidation to obtain cyclobutanone. The method has the following advantages: the rawmaterials are cheap, the operation is simple, the total yield is high, and the product with the purity of 99% can be obtained through simple post-treatment. The method produces less three wastes and is suitable for large-scale production.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing cyclobutanone. Background technique [0002] Cyclobutanone is the starting material for the synthesis of 1-aminocyclobutanecarboxylic acid, and it can also be used to prepare compounds such as penems, and it is also an important building block for pharmaceutical intermediates. The preparation method of existing cyclobutanone usually has two kinds: a kind of is to be raw material with cyclobutanol, with chromium trioxide, oxalic acid, oxidation cyclobutanol (Organic Synthesis CollectiveVolumes 7,114-116) in water; Another kind is Using cyclopropanol as raw material, dissolve cyclopropanol in water, add concentrated hydrochloric acid, reflux, rearrange cyclopropanol into cyclobutanol, and then oxidize with sodium hypochlorite to obtain cyclobutanone (US6476274). But the cyclobutanone crude product that these two kinds of methods obtain all cont...

Claims

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Application Information

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IPC IPC(8): C07C45/30C07C49/39C07C29/32C07C35/04C07C29/147C07C31/133
CPCC07C45/30C07C29/32C07C29/147C07C2601/04C07C2601/02C07C49/39C07C35/045C07C31/1333
Inventor 张鹏飞杨少强鲁斌斌周广徐本全
Owner BTC PHARMA TECH CO LTD
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