5-nitro-2-carboxylic acid coumarin synthesis method

Abstract

The present invention discloses a 5-nitro-2-carboxylic acid coumarin synthesis method, which comprises: adding a raw material 5-nitro-2-ethyl formate to 5 wt% of ethanol containing potassium hydroxide, stirring overnight at a room temperature, adding water, dissolving the solid, pouring the obtained solution into 3 N of hydrochloric acid, precipitating a white solid, filtering, washing with water, and drying to obtain the product 5-nitro-2-carboxylic acid coumarin. According to the present invention, the synthesized 5-nitro-2-carboxylic acid coumarin has characteristics of high yield, good crystallization effect and high purity, and provides the high-purity standard sample or sample for the subsequent chemical and biological experiments.

Description

technical field

[0001] The invention belongs to the field of compound preparation, in particular to a method for synthesizing 5-nitro-2-formic acid coumarin. Background technique

[0002] Coumarin, also known as difuran ring and oxinone, its English name is coumarin. Coumarin is an important spice that occurs naturally in tonka bean, snakewort, vanilla, and orchid. Some derivatives of coumarin exist in nature, and some can be obtained by synthetic methods; The alfalfa plant is decomposed and is now available synthetically as an anticoagulant.

[0003] Coumarin is prepared by PerkinW reaction. Under the action of sodium acetate, salicylaldehyde and acetic anhydride can obtain coumarin in one step, which is a lactone of coumaric acid. It should be noted that this lactone is obtained from cis-coumaric acid. Generally, in the PerkinW reaction, The two large groups in the product (HOC6H4-, -COOH) are always in the trans form, but the trans form cannot produce lactones, so the...

Examples

Embodiment Construction

[0014] Below in conjunction with the examples, the present invention is further described, the following examples are illustrative, not limiting, and the protection scope of the present invention cannot be limited by the following examples.

[0015] The synthetic route of the present invention is as follows:

[0016]

[0017] A kind of synthetic method of 5-nitro-2-formic acid coumarin, the steps are as follows:

[0018] Add (55g, 0.2mol) raw material 5-nitro-2-formic acid ethyl ester to 500ml of 5% ethanol containing potassium hydroxide, stir overnight at room temperature, add 20ml of water to dissolve the solid, then pour the solution into 3000ml of 3N hydrochloric acid, and precipitate The white solid was filtered, washed with water, and dried to obtain 30.0 g of the product 5-nitro-2-formic acid coumarin.

technical field

[0001] The invention belongs to the field of compound preparation, in particular to a method for synthesizing 5-nitro-2-formic acid coumarin. Background technique

[0002] Coumarin, also known as difuran ring and oxinone, its English name is coumarin. Coumarin is an important spice that occurs naturally in tonka bean, snakewort, vanilla, and orchid. Some derivatives of coumarin exist in nature, and some can be obtained by synthetic methods; The alfalfa plant is decomposed and is now available synthetically as an anticoagulant.

[0003] Coumarin is prepared by PerkinW reaction. Under the action of sodium acetate, salicylaldehyde and acetic anhydride can obtain coumarin in one step, which is a lactone of coumaric acid. It should be noted that this lactone is obtained from cis-coumaric acid. Generally, in the PerkinW reaction, The two large groups in the product (HOC6H4-, -COOH) are always in the trans form, but the trans form cannot produce lactones, so the...

Examples

Embodiment Construction

[0014] Below in conjunction with the examples, the present invention is further described, the following examples are illustrative, not limiting, and the protection scope of the present invention cannot be limited by the following examples.

[0015] The synthetic route of the present invention is as follows:

[0016]

[0017] A kind of synthetic method of 5-nitro-2-formic acid coumarin, the steps are as follows:

[0018] Add (55g, 0.2mol) raw material 5-nitro-2-formic acid ethyl ester to 500ml of 5% ethanol containing potassium hydroxide, stir overnight at room temperature, add 20ml of water to dissolve the solid, then pour the solution into 3000ml of 3N hydrochloric acid, and precipitate The white solid was filtered, washed with water, and dried to obtain 30.0 g of the product 5-nitro-2-formic acid coumarin.

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