Method for preparing benzil by iron-catalyzed air oxidation of benzoin

A technology for oxidizing benzene and benzil, which is applied in the preparation of carbon-based compounds, chemical instruments and methods, preparation of organic compounds, etc. Wide range, easy product solvent separation, no storage leakage effect

Inactive Publication Date: 2018-07-13
ZHEJIANG WANLI UNIV
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  • Summary
  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

CN 102476063 B discloses a bifunctional catalyst and its application in the preparation of benzil by dehydrogenation/oxidation of benzoin. Anion/cation exchange resin is used to load and bind a catalyst of variable valence metal or transition metal element to catalyze the dehydrogenation of molecular oxygen Hydrogen/benzoin oxide prepares benzil, the conversion rate of raw ma

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  • Method for preparing benzil by iron-catalyzed air oxidation of benzoin

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Embodiment 1

[0023] Build a reflux reaction device on a constant temperature water bath, adjust the reaction temperature to 80°C, adjust the hydrogen ion concentration to about 0.7mol / L with 33mL dimethyl sulfoxide (DMSO) with hydrochloric acid, add 2.1g benzoin and 0.2g catalyst FeNO 3 9H 2 O, reacted for 60min, after the reaction was finished, the reaction solution was poured into a beaker, after cooling to room temperature, an equal volume of distilled water was added, and after standing in an ice-water bath to precipitate solids, vacuum filtration was carried out, and the dried crude product was analyzed by high performance liquid chromatography for benzil The conversion rate reached 85.6%, and the crude ethanol was recrystallized to obtain yellow needle-like crystals with a measured melting point (mp) of 94.2-96.0°C.

Embodiment 2

[0025] Set up a reflux reaction device in an ultrasonic reactor, adjust the reaction temperature to 80°C, adjust the hydrogen ion concentration to about 1.2mol / L with 33mL dimethyl sulfoxide (DMSO) with hydrochloric acid, and add 2.1g benzoin and 0.2g catalyst FeNO 3 9H 2O, ultrasonic power 180W, reaction 60min, after the reaction, pour the reaction solution into a beaker, add an equal volume of distilled water after cooling to room temperature, leave it in an ice-water bath to precipitate solids, and carry out vacuum suction filtration, and dry the crude product by high performance liquid chromatography Analysis of benzil conversion rate reached 95.24%, good repeatability of synthetic reaction, RSD reached 0.57% (n=3), crude ethanol recrystallization obtained yellow needle-like crystals, measured melting point (mp) was 94.4-95.6 ° C, infrared spectrum ( FT-IR), ultraviolet-visible spectroscopy (UV-Vis), high-performance liquid chromatography-mass spectrometry coupled with ext...

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Abstract

The invention discloses a method for preparing benzil by iron-catalyzed air oxidation of benzoin. The method comprises the following steps: taking acidified dimethyl sulfoxide (DMSO) as a solvent, adopting iron salt containing iron ions as a catalyst under the heating condition and oxidizing the benzoin under the action of an oxidant to prepare benzyl; the reaction temperature under the heating condition is 40-80 DEG C; the oxidant comprises atmospheric air, high oxygenated air and oxygen. The method disclosed by the invention is mild in reaction condition, green and clean, and a product solvent is easy to separate.

Description

technical field [0001] The invention relates to the field of organic chemistry and organic synthesis, in particular to a method for preparing benzil by iron-catalyzed air oxidation of benzoin. Background technique [0002] Benzoin, CAS number 119-53-9, also known as benzoin, α-hydroxy-α-phenylacetophenone, α-hydroxyphenyl phenyl ketone, 2-hydroxy-2-phenylacetophenone, benzene Formylbenzyl alcohol, 2-hydroxy-1,2-diphenylethanone, is a colorless or white crystal, the shape is irregular small pieces, slightly flat, often bonded into agglomerates; the texture is brittle, easy to Crushed, the cross-section is flat and white, and gradually turns light yellow-brown to reddish-brown after being placed; it softens and melts when heated; the smell is fragrant, the taste is slightly pungent, and it has a gritty feeling when chewed. [0003] Beniloyl, CAS No. 134-81-6, also known as dibenzoyl, dibenzoyl, dibenzoyl, diphenyl ketone, yellow prismatic crystalline powder, used for organic ...

Claims

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Application Information

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IPC IPC(8): C07C45/39C07C49/784
CPCC07C45/39C07C49/784
Inventor 张凯龙陈倩婷胡怡超
Owner ZHEJIANG WANLI UNIV
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