ChemicalBook CAS DataBase List 4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-

4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo- synthesis

6synthesis methods

Product Name:4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-
CAS Number:42059-55-2
Molecular formula:C10H6O4
Molecular Weight:190.15

42059-56-3
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4H-1-Benzopyran-3-carboxaldehyde, 7-hydroxy-4-oxo-

42059-55-2
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Yield:42059-55-2 80%

Reaction Conditions:

with boron tribromide in dichloromethane;Cooling with ice;Reflux;

Steps:

Synthesis of the ligand

7-methoxychromone-3-carbaldehyde (compound1) was prepared according to the literature (Figure 1).[19]7-hydroxy-3-carbaldehyde (compound2) was synthetized by a mixture ofcompound1(2.6 g) and dry dichloromethane (40 mL); borontribromide (5.0 mL) in 7 mL of dichloromethane was addeddropwise. The mixture was cooled in ice during the addition,than allowed to warm to room temperature and then heatedat refluxed for 24 h.Synthesis of the ligand (L1) was in accordance with the following method: As shown in Figure 1, an ethanol solution(20 mL) that contained salicylhydrazide (1.36 g) was addeddropwise to compound1(2.04 g) of 10 mL chloroform solution and a large amount of light yellow precipitate appearedafter 1 h. Continuing stirring 5 h, the precipitate was collected then recrystallized from anhydrous methanol. Thesame method was used by preparation of the ligand (L2)

References:

Wang, Qian;Chen, Liang [Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry,2015,vol. 45,# 2,p. 196 - 202]

42059-49-4 Synthesis