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Preparation method of p-nitrobenzyl alcohol

A technology for p-nitrobenzyl alcohol and p-nitrobenzyl chloride is applied in the field of preparation of p-nitrobenzyl alcohol, can solve the problems of many by-products, large environmental pollution and high cost, and achieves good product quality, enhanced solubility, and improved The effect of hydrolysis

Active Publication Date: 2018-06-05
JIANGSU YUANDA XIANLE PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The purpose of the present invention is to provide a new method for synthesizing p-nitrobenzyl alcohol with easy access to raw materials, mild reaction conditions, environmental protection, simplicity and high efficiency, so as to solve the problems of large environmental pollution, many by-products and high cost in the existing production methods. question

Method used

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  • Preparation method of p-nitrobenzyl alcohol
  • Preparation method of p-nitrobenzyl alcohol
  • Preparation method of p-nitrobenzyl alcohol

Examples

Experimental program
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Effect test

Embodiment 1

[0039] Add p-nitrobenzyl chloride (171.6g, 1mol), water (1.8L), 1-butyl-3-methylimidazolium chloride (1.75g, 0.01mol) and ZnCl to a 3000mL reaction flask 2 (1.36g, 0.01mol), start stirring, raise the temperature to 100°C, and react for 7h. After testing, the reaction of the raw materials is completed, and the temperature is lowered to 5°C. The material is discharged, centrifuged, washed with water, and dried to obtain 145.5g of white product with a yield of 95 %, the centrifuged mother liquor and the first small amount of washing liquid are collected and recycled.

Embodiment 2

[0041] Add p-nitrobenzyl bromide (216.0g, 1mol), water (4.3L), 1-eicosyl-3-methylimidazolium bromide (8.88g, 0.02mol) and ZnBr to a 10000mL reaction flask 2 (13.5g, 0.06mol), start stirring, raise the temperature to 95°C, and react for 4.5h. After testing, the reaction of raw materials is completed, and the temperature is lowered to 30°C. The material is discharged, centrifuged, washed with water, and dried to obtain 140.9g of white product. The yield is 92%, the centrifuged mother liquor and the first small amount of washing liquid are collected and recycled.

Embodiment 3

[0043] Add p-nitrobenzyl bromide (216.0g, 1mol), water (3.3L), 1-dodecyl-3-methylimidazolium bromide (16.6g, 0.05mol) and ZnBr to the 10000mL reaction flask 2 (22.5g, 0.1mol), start stirring, raise the temperature to 90°C, and react for 3h. After testing, the reaction of the raw materials is completed, and the temperature is lowered to 20°C. The material is discharged, centrifuged, washed with water, and dried to obtain 147g of white product with a yield of 96%. , centrifuge the mother liquor and collect the first small amount of washing solution for recycling.

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Abstract

The invention discloses a preparation method of p-nitrobenzyl alcohol. The preparation method comprises the steps of with p-nitrobenzyl chloride (or bromine) as the raw material and water as a solvent, heating for hydrolysis under the catalysis of imidazole type iron liquid, and cooling for crystallization, so as to obtain a white product, namely p-nitrobenzyl alcohol. The raw material is easily available, and the preparation method good in atom economy, mild in reaction conditions, environment-friendly, simple, efficiency and suitable for industrial production.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a preparation method of p-nitrobenzyl alcohol. Background technique [0002] p-nitrobenzyl alcohol is an important intermediate in organic synthesis, widely used in the pharmaceutical industry, and can produce p-aminobenzyl alcohol, p-nitrobenzaldehyde, meropenem side chain and other products. p-aminobenzyl alcohol is an intermediate in the synthesis of antineoplastic drugs, and also a molecular probe for the preparation of photosensitive materials, alcohol oxidase, and labeled proteins and DNA, and has a good application prospect. p-Nitrobenzaldehyde is an important intermediate for organic synthesis and preparation of fine chemicals such as medicines, dyes, and pesticides. [0003] The synthetic method of p-nitrobenzyl alcohol mainly contains following several kinds: [0004] 1, p-nitrobenzyl chloride and sodium acetate generate acetate, then hydrolyze in the prese...

Claims

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Application Information

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IPC IPC(8): C07C205/19C07C201/12
CPCC07C201/12C07C205/19
Inventor 张邦国刘年金冯永华赵百合张军桥杜艳罗群
Owner JIANGSU YUANDA XIANLE PHARMA
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