ChemicalBook CAS DataBase List 5-Chloro-2-hydroxybenzoic acid

5-Chloro-2-hydroxybenzoic acid synthesis

13synthesis methods

Product Name:5-Chloro-2-hydroxybenzoic acid
CAS Number:321-14-2
Molecular formula:C7H5ClO3
Molecular Weight:172.57

69-72-7 Synthesis

69-72-7
1258 suppliers
$5.00/10g

321-14-2
376 suppliers
$15.00/25g

Yield:321-14-2 92%

Reaction Conditions:

Stage #1:salicylic acid with sulfuric acid in acetonitrile at 20; for 0.0833333 h;
Stage #2: with N-chloro-succinimide in acetonitrile at 20; for 2.5 h;regioselective reaction;

Steps:

Representative procedure for the preparation of compound 1a
General procedure: To a solution of 4-fluoro-2-hydroxybenzoic acid (780.6 mg, 5 mmol) in MeCN (10 mL) was added con. H2SO4 (285 μL, 1.05 equiv.) at room temperature, the mixture was stirred for 5 min. Then, NBS (934.4 mg, 1.05 equiv.) was added to the mixture. The reaction was monitored using TLC analysis. The mixture was evaporated to dryness and MeCN (1 mL) was added to the flask. The mixture was stirred for 10 min and filtered. The filter cake was washed by water and dried to obtain the product as a white solid; yield: 85% (0.99 g).

References:

Wu, Yong-Qi;Lu, Hai-Jia;Zhao, Wen-Ting;Zhao, Hong-Yi;Lin, Zi-Yun;Zhang, Dong-Feng;Huang, Hai-Hong [Synthetic Communications,2020,vol. 50,# 6,p. 813 - 822] Location in patent:supporting information

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