ChemicalBook CAS DataBase List 1-Nitronaphthalene

1-Nitronaphthalene synthesis

12synthesis methods

Product Name:1-Nitronaphthalene
CAS Number:86-57-7
Molecular formula:C10H7NO2
Molecular Weight:173.17

One method to product 1-Nitronaphthalene: Naphthalene is charged to sulfuric acid alternately with mixed acid at 40 – 50 ℃ over 8 h, with the final temperature being 55 ℃. The acid strength used allows the molten product to be separated as an oil and washed. Continuous operation at 50 – 60 ℃ with mixed acid (33/48/19) gives a comparable product. The crude reaction product is obtained in 90 – 95 % yield and is purified by vacuum distillation.

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Yield:86-57-7 90%

Reaction Conditions:

with trifluoroacetyl peroxide in dichloromethane at -5 - 5; for 4 h;

Steps:

6
Add a peroxytrifluoroacetic acid solution to the reaction vessel, lower the temperature to -5 to 5 ° C, add 1-aminonaphthalene 859.14g (6mol), keep the temperature at -5 to 5 ° C, and stir the reaction for 4 hours. After the reaction, add 2L of water and stir , And allowed to stand and separate. The organic layer was washed with 2L saturated sodium bisulfite solution, 2L saturated sodium bicarbonate solution, and water to pH 7-8, and the solvent was distilled off under reduced pressure.With dichloromethane and methanol (dichloromethane and methanol volume ratio of 1: 2)The solution was recrystallized to obtain 935.1 g (yield 90%) of as a yellow solid.

References:

Chongqing Pharmaceutical College;Liu Dianqing;He Dongxian;Wang Kun;Guo Shengchao;Wang Guangming CN110330432, 2019, A Location in patent:Paragraph 0044; 0048

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