Process for preparing dihalogenated adamantanes

Details Process for preparing dihalogenated adamantanes Process for preparing dihalogenated adamantanes

2005-04-12

2005-04-12

Barts, Samuel (Department: 1621)

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

Organic compounds

Halogen containing

C570S123000, C570S176000

Reexamination Certificate

active

06878853

ABSTRACT:
This invention discloses a process for preparing a dihalogenated adamantane by reacting an adamantane optionally substituted with alkyl at 1-position with a halosulfonic acid, comprising the first stage of monohalogenation conducted at −5 to 15° C. and then the second stage of dihalogenation conducted at 17 to 35° C., preferably in the absence of an organic solvent.

REFERENCES:
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patent: 2002-145809 (2002-05-01), None
patent: 2 125 551 (1996-12-01), None
Rakhimov, A, I. et al.; Politekh. Inst., Volgograd, USSR. Zhurnal Organicheskoi Khimii (1986), 22(3), 540-2.
Chalais, Stephane et al., “Direct Clay-Catalyzed Friedel-Crafts Arylation and Chlorination of the Hydrocarbon Adamantane”, Institut de Chimie Organique et de Biochimie, Universite de Liege, Sart-Tilman, B-4000 Liege, Helvetica Chimica Acta, vol. 68 (1985) pp. 1196-1203.
G.A. Tolstikov, et al., “New Method of Polyhaloadamantane Synthesis”, Institute of Chemistry, Bashkirian Branch of the Academy of Sciences of the USSR, Tetrahedron Letters No. 31, pp. 3191-3192, 1972. Pentagon Press.
R. Jalal and R. Gallo, “Improved Synthesis of 1-Chloroadamantane by Hydride Transfer Induced by Tertiarybutylchloride”, Synthetic Communications, 19(9&10), pp. 1697-1704 (1989).
G.A. Tolstikov, et al., New Method of Polyhaloadamantane Synthesis, 1972, pp. 3191-3192, Tetrahedron Letters No. 31, Pergamon Press.

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