Journal of the Chinese Chemical Society

An Efficient Synthesis of 5, 6??Dimethoxy 1??and 2??Naphthols via Teuber Reaction

J Cui, S Li

Index: Cui, Jia-Hua; Li, Shao-Shun Journal of the Chinese Chemical Society, 2013 , vol. 60, # 9 p. 1163 - 1168

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Citation Number: 2

Abstract

Abstract Based on the oxidation of 1, 5-naphthalenediol (4) and 6-bromo-2-naphthol (9) via Teuber reaction, an efficient synthesis of 5, 6-dimethoxy-1-naphthol (1) and 5, 6-dimethoxy-2- naphthol (2) was achieved with high overall yield (16% for 1 and 25% for 2). The key steps of the synthetic strategy involved the oxidation of naphthols (4 and 9) to the corresponding naphthoquinones (5 and 10) and the conversion of 5, 6-dimethoxy-2-naphthaldehyde to 5, ...

 Related Synthetic Route
2-Naphthol Structure

135-19-3

2-Naphthol

~96%

6-Bromo-2-naphthol Structure

15231-91-1

6-Bromo-2-naphthol

6-Bromo-2-naphthol Structure

15231-91-1

6-Bromo-2-naphthol

~70%

1,2-Naphthalenedione,6-bromo- Structure

6954-48-9

1,2-Naphthalene...

1,2-Naphthalenedione,6-bromo- Structure

6954-48-9

1,2-Naphthalene...

Dimethyl sulfate Structure

77-78-1

Dimethyl sulfate

~69%

6-bromo-1,2-dimethoxynaphthalene Structure

65249-23-2

6-bromo-1,2-dim...

2-Naphthol Structure

135-19-3

2-Naphthol

~%

6-bromo-1,2-dimethoxynaphthalene Structure

65249-23-2

6-bromo-1,2-dim...

6-Bromo-2-naphthol Structure

15231-91-1

6-Bromo-2-naphthol

~%

6-bromo-1,2-dimethoxynaphthalene Structure

65249-23-2

6-bromo-1,2-dim...


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