Benzylation of p-dialkoxybenzenes can be achieved through the use of modified montmorillonite K10 clay. For the first time, syntheses of nitro-diarylmethanes were obtained by Friedel-Crafts alkylation with good yields. In the case of p-methoxymethyl phenyl ether and phenyl ester, selectivity favoring Fries rearrangement over benzylation is reported.
PaiS.G., BajpaiA. R., DeshpandeA. B., SamantS. D., Synth. Comm., 1997, 27, 2267.
8.
ZnCl2 (10 g) and montmorillonite K10 (60 g) were added in dry methanol (100 mL). The resulting slurry was stirred at room temperature for 5 hours. The clay was then filtered, washed with dichloromethane (30 mL). The powder obtained was thermally activated overnight at 120°C. It is designated as K10-ZnOO120.
9.
(a) RathoreR., BoshE., KochiJ. K., Tetrahedron, 1994, 50, 6727.
10.
WaterlotC., HasiakB., CouturierD., J. Chem. Research (S), accepted for publication.
