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Use of aluminium nitrate in phenol derivative nitrofication

A technology of aluminum nitrate and aromatic hydrocarbon derivatives, applied in the preparation of nitro compounds, organic chemistry, etc.

Inactive Publication Date: 2007-04-04
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

There are few reports on the use of aluminum nitrate as a nitrating agent, especially the use of aluminum nitrate alone as a nitrating agent is even rarer

Method used

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  • Use of aluminium nitrate in phenol derivative nitrofication
  • Use of aluminium nitrate in phenol derivative nitrofication
  • Use of aluminium nitrate in phenol derivative nitrofication

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: the reaction of p-cresol and aluminum nitrate (1: 1)

[0027] 1.08 g of p-cresol was dissolved in 25 ml of ethanol, then 3.75 g of aluminum nitrate hydrate (Al(NO 3 ) 3 9H 2 O), stirred and refluxed for 2 hours, the solution was brown. The solvent was recovered by rotary evaporation, 25 ml of water was added, extracted three times with 25 ml of diethyl ether, dried over anhydrous sodium sulfate, distilled off diethyl ether to obtain 1.10 g of oily liquid. The total yield is 71.9%, wherein the content of ortho products is 20.9%, and the content of disubstituted products is 79.0%.

[0028] ESI-MS m / z[M-H] - =152.5 (15%), 197.5 (100%).

Embodiment 2

[0029] Embodiment 2: the reaction of o-cresol and aluminum nitrate (1: 1)

[0030] 1.08 grams of o-cresol were dissolved in 25 milliliters of ethanol, then 3.75 grams of aluminum nitrate hydrate (Al(NO 3 ) 3 9H 2 O), stirred and refluxed for 2 hours, the solution was brown. The solvent was recovered by rotary evaporation, 25 ml of water was added, extracted three times with 25 ml of ether, dried over anhydrous sodium sulfate, and the ether was distilled off to obtain 0.95 g of an oily liquid. The total yield is 62.1%, wherein the ortho product content is 8.7%, the para product content is 31.9%, and the disubstitution product content is 57.8%.

[0031] ESI-MS m / z[M-H] - =152.5 (60%), 197.5 (100%).

Embodiment 3

[0032] Embodiment 3: the reaction of m-cresol and aluminum nitrate (1: 1)

[0033] 1.08 grams of m-cresol were dissolved in 25 milliliters of ethanol, then 3.75 grams of aluminum nitrate hydrate (Al(NO 3 ) 3 9H 2 O), stirred and refluxed for 2 hours, the solution was brown. The solvent was recovered by rotary evaporation, 25 ml of water was added, extracted three times with 25 ml of ether, dried over anhydrous sodium sulfate, and the ether was distilled off to obtain 0.95 g of an oily liquid. The total yield is 75.3%, wherein the ortho product content is 41.2%, the para product content is 44.6%, and the disubstitution product content is 13.5%.

[0034] ESI-MS m / z[M-H] - =152.5 (60%), 197.5 (100%).

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PUM

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Abstract

A nitrated product and its reactive condition are disclosed. The nitrated product is prepared by reacting nitrating agent nitrating aluminum with aromatic derivative containing phenol hydroxyl.

Description

technical field [0001] The present invention relates to a new method of using aluminum nitrate in the nitration of aromatic rings, that is, a process of electrophilic substitution reaction of aluminum nitrate as a nitration reagent with phenol derivatives to obtain corresponding nitration products, specifically, it belongs to the category of organic synthesis . Background technique [0002] The nitration of aromatic rings is widely used in the preparation of fine chemical products such as medicines, pesticides, explosives, dyes and pigments, and other organic chemical products. It is one of the most widely used chemical technologies at present. The traditional nitrification reaction usually involves the use of strong acids such as nitric acid and / or sulfuric acid, which is very corrosive to the equipment, and the waste liquid has caused serious pollution to the environment. There are also great hazards to health. In view of this, people try to use nitrates or nitrates as n...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C201/08C07C205/20C07C205/26
Inventor 苟少华胡大华
Owner NANJING UNIV
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