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A kind of synthetic method of diphenylacetonitrile

A synthesis method and a technology of diphenylacetonitrile are applied in the field of preparation of pharmaceutical chemical intermediates, can solve problems such as high toxicity, and achieve the effects of good product quality and good reaction yield

Active Publication Date: 2016-05-11
ZHANG JIA GANG VINSCE BIO PHARM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Use azide or solid phosgene as catalyst, which is highly toxic

Method used

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  • A kind of synthetic method of diphenylacetonitrile

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Add 250mL of ethyl acetate into a 500mL glass three-necked flask, start stirring, add 150g of benzyl alcohol, add 80g of sodium methoxide, stir and react at 70°C for 2 hours, cool down to room temperature, and add 120ml of phenylacetonitrile. Heated to 110 ° C, distillation reaction 10h. After the reaction, it was naturally cooled to room temperature, 200ml of ethyl acetate and 200ml of water were added for extraction, and the lower aqueous layer was separated. Add water to the upper ethyl acetate layer, wash once, and add anhydrous sodium sulfate to dry. Concentrate under reduced pressure to remove ethyl acetate. Then add a small amount of absolute ethanol to the oil to cool and crystallize, and dry the crystallized product. Yield 90%, purity 99.0% (GC).

Embodiment 2

[0021] Add 250mL of ethyl acetate into a 500mL glass three-necked flask, start stirring, add 150g of benzyl alcohol, add 100g of sodium ethoxide, stir and react at 70°C for 2 hours, cool down to room temperature, and add 120ml of phenylacetonitrile. Heated to 110 ° C, distillation reaction 10h. After the reaction, it was naturally cooled to room temperature, 200ml of ethyl acetate and 200ml of water were added for extraction, and the lower aqueous layer was separated. Add water to the upper ethyl acetate layer, wash once, and add anhydrous sodium sulfate to dry. Concentrate under reduced pressure to remove ethyl acetate. Then add a small amount of absolute ethanol to the oil to cool and crystallize, and dry the crystallized product. Yield 89.8%, purity 99.1% (GC).

Embodiment 3

[0023] Add 250mL of ethyl acetate into a 500mL glass three-necked flask, start stirring, add 150g of benzyl alcohol, add 80g of sodium methoxide, stir and react at 70°C for 2 hours, cool down to room temperature, and add 120ml of phenylacetonitrile. Heated to 110 ° C, distillation reaction 15h. After the reaction, it was naturally cooled to room temperature, 200ml of ethyl acetate and 200ml of water were added for extraction, and the lower aqueous layer was separated. Add water to the upper ethyl acetate layer, wash once, and add anhydrous sodium sulfate to dry. Concentrate under reduced pressure to remove ethyl acetate. Then add a small amount of absolute ethanol to the oil to cool and crystallize, and dry the crystallized product. Yield 90.5%, purity 99.3% (GC).

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Abstract

The invention relates to a synthesis method of a pharmaceutical chemical intermediate diphenylacetonitrile. The method includes: taking phenylacetonitrile and benzyl alcohol as raw materials, adding sodium alkoxide for catalysis, and under a heating condition, performing an alpha-aryl substitution reaction. The method has the characteristics of simple process, easy operation and high yield. The product has good quality, low price, low toxicity, environment-friendliness, high yield, and high content. Thus, the method is suitable for industrialized production.

Description

technical field [0001] The invention relates to the preparation of a pharmaceutical chemical intermediate, in particular to a method for synthesizing diphenylacetonitrile. Background technique [0002] Diphenylacetonitrile, also known as α-cyanodiphenylmethane, CASNO.86-29-3, molecular formula C 14 h 11 N, the molecular weight is 193.24. White crystal with a melting point of 76°C, soluble in ethanol and ether. Diphenylacetonitrile is widely used. It can be used as a herbicide, used for turf before budding, and can prevent grass young grass; industrially used as an organic synthesis intermediate for the synthesis of isocyanate, and further prepared into UV coatings, PU paints, transparent elastomers and adhesives, etc. In addition, it is also It is used in industrial fields such as polyamide and epoxy resin; in medicine, diphenylacetonitrile is often used to produce drugs such as gastric amine, diphenethylpiperidine, and analgesia. It is an important pharmaceutical and c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C253/30C07C255/33
Inventor 彭学东张梅赵金召弓旻
Owner ZHANG JIA GANG VINSCE BIO PHARM
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