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ChemicalBook CAS DataBase List 1,4-DIHYDROXY-2,5-DIIODOBENZENE

1,4-DIHYDROXY-2,5-DIIODOBENZENE synthesis

8synthesis methods
-

Yield:-

Reaction Conditions:

with boron tribromide in dichloromethane at 20;Inert atmosphere;Schlenk technique;

Steps:



4 (0.200 g, 0.5 mmol) and bibenzyl (0.0935 g, 0.5 mmol), chosen as internal standard, were dissolved in 2 mL of dry dichloromethane. After few minutes 24 ml of boron tribromide (0.25 mmol, 0.5 equiv.) were charged into the Schlenk tube and the tube was sealed under argon with a rubber septum. The reaction mixture was stirred at room temperature. The GC-MS analysis of the samples withdrawn from the reaction mixture allowed to follow the disappearance of the dimethoxy substrate and the formation of the corresponding monodemethylated product, 2,5-diiodo-4-methoxy-phenol (5) as well as that of the fully dealkylated product, 1,4-dihydroxy-2,5-diiodo-benzene (3).

References:

Pasquini, Chiara;Coniglio, Alessandra;Bassetti, Mauro [Tetrahedron Letters,2012,vol. 53,# 46,p. 6191 - 6194,4] Location in patent:supporting information