Tetrahedron letters

Concerning the chloromethylation of alkylbenzenes and polystyrenes by chloromethyl methyl ether

RP Pinell, GD Khune, NA Khatri, SL Manatt

Index: Pinnell, R. P.; Khune, G. D.; Khatri, N. A.; Manatt, S. L. Tetrahedron Letters, 1984 , vol. 25, # 33 p. 3511 - 3514

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Citation Number: 20

Abstract

Abstract Chloromethyl methyl ether-stannic chloride treatments of toluene, ethylbenzene, isopropylbenzene and tert-butyl benzene afforded respectively, 26.5, 16.8, 5.5 and 2.5% ortho-products. No meta-products could be detected (less than 0.5%). Similar chloroalkylation of linear polystyrenes followed by conversion of the chloromethyl groups to hydroxylmethyl, yielded products possessing 5.0±. 3% ortho-substitution.