1-Acetamido-7-hydroxynaphthalene synthesis
- Product Name:1-Acetamido-7-hydroxynaphthalene
- CAS Number:6470-18-4
- Molecular formula:C12H11NO2
- Molecular Weight:201.22
118-46-7
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6470-18-4
Acetic anhydride (120 μL, 1.0 eq.) was slowly added to a solution of 7-amino-2-naphthol (1.57 mmol) in dichloromethane (8 mL) under inert atmosphere. The reaction mixture was stirred at room temperature for 5 h. Acetic anhydride (240 μL, 2.0 eq.) was added again. The reaction mixture was continued to be stirred at room temperature for 16 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting residue was purified by column chromatography after pre-adsorption on silica gel. The target compound 1-acetamido-7-naphthol (compound 12) was finally obtained as a brown solid in 88% yield. Mass spectrometry analysis showed M/Z(M + H)+ = 202.
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Yield:6470-18-4 120 g
Reaction Conditions:
with sodium hydroxide at 20 - 40; for 2 h;
Steps:
Dissolve 0.5 mole of 8-amino-2-naphthol in a 400-milliliter sodium hydroxide solution and control the temperature at 20-40°C.0.76 moles of glacial acetic acid are slowly added dropwise and the reaction is maintained at this temperature for 2 hours.After the reaction was completed, 60 g of soda ash was added to adjust the pH to 8.5 to 9.0, and the temperature was raised to 60 to 95° C., held for 15 minutes, cooled to 20° C. or less, and stirred for 1 hour. With suction filtration, pressure drying, and the filtrate is used as a backup, the filter cake is dried at 80-90° C., and the dried product is 100% refined and 120 g, the content is ≥90% (coupling value), and the purity of 8-acetamido-2-naphthol is 99%.The organic solvent used in the present invention can be recycled after being filtered out for a long period of time without any waste water being produced.
References:
CN107915652,2018,A Location in patent:Paragraph 0025; 0026
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