Process for preparing bisallylboranes and nonaromatic...

Organic compounds -- part of the class 532-570 series – Organic compounds – Boron containing

Reexamination Certificate

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C568S007000, C558S286000, C558S298000, C549S213000

Reexamination Certificate

active

06855848

ABSTRACT:
A process for preparing bisallylboranes of the formula (I) by reacting a diene with sodium borohydride in the presence of an oxidant:in an inert solvent, with the borane generated in situ reacting selectively with the diene to form the bis(allyl)borane of the formula (I) and the substituents R1to R6having the following meanings:R114 R6are H, aryl or substituted or unsubstituted C1-C4-alkyl or two radicals R may be closed to form a cyclic system.As oxidant, it is possible to use, for example, alkyl halides or dialkyl sulfates. In a particularly preferred embodiment, the diene used is 2,5-dimethylhexa-2,4-diene (R1, R2, R5, R6=methyl, R3, R4=H).

REFERENCES:
patent: 3133951 (1964-05-01), Nutzel et al.
patent: 3206446 (1965-09-01), Melville
patent: 4978794 (1990-12-01), Brown
Bezmenov, A. Ya., et al., “Hydroboration of isoprene and cis- and trans- piperylenes”, N.D. Zelinskii Institute of Organic Chemistry, Academy of Sciences, USSR, No. 12, pp. 2111-2120, Dec. 1965.
Mikhailove, B.M., et al., et al., et al., “Cyclic boron compounds formed during hydroboration of 1,3-butadiene”, N.D. Zelinskii Institute of Organic Chemistry, Academy of Sciences, USSR, vol. 155, No. 1, pp. 141-144, Mar. 1964.

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