Synthesis of aryl ortho esters from benzanilide acetals

RA McClelland, G Patel, PWK Lam

Index: McClelland, Robert A.; Patel, Geeta; Lam, Patrick W. K. Journal of Organic Chemistry, 1981 , vol. 46, # 5 p. 1011 - 1012

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Citation Number: 6

Abstract

Experimental Section Trimethyl 4-Methylorthobenzoate. N, 4-Dimethylbenzanilide (15.0 g, 0.067 mol) and methyl trifluoromethanesulfonate (13.0 g, 0.080 mol) were stirred in dry CHzClz (30 mL) overnight. Dry ether (100 mL) was added, resulting in the precipitation of the imidatonium salt. This was filtered, washed with ether, redissolved in CHzClz (30 mL) and added over a period of 30 min to a cooled (0" C) stirred solution made by the addition ...