Synthesis and application of new phenyl-functionalized zeolites as protection against radical bromination at the benzylic position

Synlett

Volumn , Issue 12, 1997, Pages 1450-1452

  Itoh, Akichika ^a   Masaki, Yukio ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003011245     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1070     Document Type: Article

References (42)

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40. Ph-HMS (1:0) (4) has proved to be dissolved in chloroform, dichloromethane, ethyl acetate, benzene, toluene, and DMF. On the other hand methanol and ethanol have proved to be poor solvents for the zeolite.
41. Unreacted toluene was evaporated through work-up because of its low boiling point.
42. General procedure: To a dried dichloromethane solution (5 ml) of the substrate (100 mg) and the zeolite (100 mg), bromine (2.1 eq.) was added under stirring at room temperature. The mixture was stirred for 5 hr under irradiation with visible light using 60 W fluorescent lamp. The reaction mixture was diluted with dichloromethane and washed with water, sat. sodium thiosulfate solution, and brine. After drying over sodium sulfate and concentration, the residue was purified by silica gel chromatography to give pure brominated compounds.