Preparation of 5-Bromo-2-naphthol: The Use of a Sulfonic Acid as a Protecting and Activating Group

Molbank

Renata Everett¹  Jillian Hamilton¹ 

[1] Department of Chemistry, College of William and Mary, Williamsburg, VA 23187, USA

关键词: Sandmeyer reaction;    protecting group;    sulfonation;    desulfonation;   

DOI  :  10.3390/M602

来源: mdpi

【 摘 要 】

The preparation of 5-bromo-2-naphthol (4) in three steps from 5-amino-2-naphthol (1) is described. A sulfonic acid group is introduced at the 1-position as an activating and protecting group for the Sandmeyer reaction. The sulfonate group allows for the use of only water and sulfuric acid as solvents. The sulfonic acid is introduced with three equivalents of sulfuric acid, and it is removed in 20% aq. sulfuric acid.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.