Process for the preparation of nitroalkenes

Details Process for the preparation of nitroalkenes Process for the preparation of nitroalkenes

2007-09-04

2007-09-04

Davis, Brian (Department: 1621)

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

Organic compounds

Oxygen containing

C568S929000, C549S404000

Reexamination Certificate

active

11247600

ABSTRACT:
A process for the nitration of conjugated alkenes of formula (I) wherein R, R1, R2, R3 and R4 have the meanings reported in the description, which allows to obtain the corresponding β-nitro-alkenes, characterised in that the nitrating agent is a mixture of an inorganic nitrite and iodine in the presence of an oxidising agent is described.

REFERENCES:
patent: WO98/46586 (1998-10-01), None
D. Ghosh, et al., “An improved method for the preparation of cyclic conjugated nitroolefins”, SYNTHESIS, vol. 2, pp. 195-197 (1996).
W.W. SY, et al., “Nitration of substituted styrenes with nitryl iodide”, Tetrahedron Lett., vol 26, No. 9, pp. 1193-1196 (1985).
S.R. Waldman, et al., “One-Pot Claisen Rearrangement/O-Methylation/Alkene Isomerization in the Synthesis ofOrtho-Methoxylated Phenylisopropylamines”, Tetrahedron Letters, vol. 37, No. 44, pp. 7889-7892 (1996).
P.J. Campos, et al., “One-pot selective synthesis of β-nitrostyrenes from styrenes, promoted by Cu(II)”, Tetrahedron Letters, vol. 41, No. 6, pp. 979-982 (2000).

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