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One-Pot Synthesis of 7-N,N-dimethylamino-2-naphthol Using 2,7-Dihydroxynaphthalene: A Highly Selective Bucherer Reaction
Asian Journal of Chemistry,
Vol. 25 No. 11 (2013): Vol 25 Issue 11
Abstract
This work provides an efficient process for producing 7-N,N-dimethylamino-2-naphthol, which can be selectively prepared by one-pot amination of 2,7-dihydroxynaphthalene by employing the molar ratio of 1 : 1.1 : 1.07 of 2,7-dihydroxynaphthalene: sodium bisulfite : dimethylamine at 60 ºC during 2.5 h.
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- H. Seeboth, Angew. Chem. Int. Ed. Engl., 6, 308 (1967).
- C.R. Strauss and R.W. Trainor, Aust. J. Chem., 48, 1665 (1995).
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- S. Zhang, Preparation Handbook of Fine Chemical Industry, Sciense and Technology Document Press, China (1994).
- A. Cañete, M.X. Meléndrez, C. Saitz and A.L. Zanocco, Synth. Commun., 31, 2143 (2001).
References
H. Seeboth, Angew. Chem. Int. Ed. Engl., 6, 308 (1967).
C.R. Strauss and R.W. Trainor, Aust. J. Chem., 48, 1665 (1995).
A. Zweig, A.H. Maurer and B.G. Roberts, J. Org. Chem., 32, 1322 (1966).
D. Michael, P. Mingos and D.R. Baghurst, Chem. Soc. Rev., 20, 1 (1991).
P. Tang, Fine Organic Synthetic Chemistry and Technology, Chemical Industry Press, China (2002).
M. Yao, Fine Chemical Products Synthetic Principle, China Petrochemical Press, China (2000).
S. Zhang, Preparation Handbook of Fine Chemical Industry, Sciense and Technology Document Press, China (1994).
A. Cañete, M.X. Meléndrez, C. Saitz and A.L. Zanocco, Synth. Commun., 31, 2143 (2001).