Process for the preparation of 2-arylpropyl ether or thioether d

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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549445, 549497, 260465F, 560 18, 560 64, 568 39, 568 42, 568 52, 568 56, 568 57, 568 58, 568331, 568333, 568632, 568633, 568636, 568637, 568640, C07D30742, C07D30738

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045700052

ABSTRACT:
2-Arylpropyl ether or thioether derivatives represented by the following general formula [I]: ##STR1## wherein Ar stands for an aryl group, R stands for a methyl or ethyl group, Y stands for an oxygen or sulfur atom, and B stands for a group represented by the following formula [II]: ##STR2## or the following general formula [III]: ##STR3## wherein Z stands for an oxygen or sulfur atom or a carbonyl or methylene group, R.sup.1 stands for a hydrogen or halogen atom or a lower alkyl group or a lower alkoxy group, and n is an integer of from 1 to 5 with the proviso that when n is 2 or more, the groups R.sup.1 may be the same or different,
are produced by reacting a compound represented by the following formula (V): ##STR4## with a compound represented by the following formula (VI):

REFERENCES:
Winstein, S., et al, "Neighboring Carbon and Hydrogen. V. Driving Forces in the Wagner-Meerwein Rearrangement", J. Am. Chem. Soc., vol. 74, No. 5, pp. 1113-1120, (1952).
Heck, R., et al, "Neighboring Carbon and Hydrogen. XXIX. p-o Analysis of Acetolysis of Substituted Neophyl Arylsulfonates" J. Am. Chem. Soc., vol. 79, No. 13, 3432-3438 (1957).
Wagner et al., Synthetic Organic Chemistry, John Wiley, pp. 787-788.
Cram, D. J., et al, Organic Chemistry, pp. 200-209, McGraw-Hill, (1959).
W. H. Saunders, Jr. et al, "Phenyl vs. Methyl Migration Aptitudes in Some Carbonium Ion Reactions of Neophyl Derivatives", J. Am. Chem. Soc., vol. 83, No. 4, pp. 882-885 (1961).
Fainberg, A. H. et al, "Salt Effects on Ion Pairs in Solvolysis and Related Reactions", J. Am. Chem. Soc., vol. 78, No. 12, pp. 2763-2767 (1956).

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