3-substituted-.alpha., .beta.-dibromoethylbenzene and process fo

Details 3-substituted-.alpha., .beta.-dibromoethylbenzene and process fo 3-substituted-.alpha., .beta.-dibromoethylbenzene and process fo

1996-07-17

1998-11-24

Shaver, Paul F.

Organic compounds -- part of the class 532-570 series

Organic compounds

Halogen containing

570144, 570182, 570197, 570220, 20415765, 20415797, C07C 1714, C07C 1734, C07C 2504, C07C 2514

Patent

active

058410040

ABSTRACT:
A novel 3-substituted .alpha.,.beta.-dibromoethylbenzene of formula (I): ##STR1## wherein X represents a halogen atom or a trihalomethyl group, which is useful as an intermediate for pharmaceuticals or agricultural chemicals, is prepared by a simple and high yield process which comprises reacting a 3-substituted .alpha.-bromoethylbenzene represented by formula (II): ##STR2## wherein X is as defined above, or a 3-substituted ethylbenzene represented by formula (III): ##STR3## wherein X is as defined above, with bromine in the presence of a quaternary ammonium salt.

REFERENCES:
patent: 4954648 (1990-09-01), Lerman et al.
patent: 4962246 (1990-10-01), Marhold et al.
Database Darc Eurecas, ACS, RN 79756-83-5, "1-(1,2-dibromoethyl)-3-(trifluoromoethyl)benzene" w/Abstract.
Journal of Chemical Research, Synopses, vol. 1981, No. 9, Sep. 1981, pp. 270-271, XP000653945. Mesnard, D. et al.: "Selection of Methods for the Unequivocal Synthesis of Alkynes. Part 3. Arylacetylenes and 1-Arylalk-1-ynes" * p. 270, col. 1, Line 19 *.
J. Org. Chem. vol. 50, No. 25, pp. 5088-5092, 1985, Marc Halpern, et al., "Hydroxide Ion Initiated Reactions Under Phase Transfer Catalysis Conditions. 9. Dehydrohalogenation of (Haloethyl) Benzenes by Quarternary Ammonium Salts.sup.1 ".
J. Org. Chem., vol. 54, No. 13, pp. 3224-3226, 1989, Jihad Dakka, et al., "Bromination of .alpha.-Substituted Alkylbenzenes: Synthesis of (p-Bromophenyl)Acetylene".

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