Preparation of 1,6-hexanediol

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

Reexamination Certificate

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C568S852000, C568S861000

Reexamination Certificate

active

07064239

ABSTRACT:
The present invention provides a process for preparing 1,6-hexanediol having a purity of ≧99.5% by weight by catalytically dimerizing acrylic esters and catalytically hydrogenating the hexenedioic diesters obtained in this way to 1,6-hexanediol bya) dimerizing C1- to C8-acrylic esters in the presence of at least one rhodium compound to give mixtures of predominantly 2- and 3-hexenedioic diesters,b) hydrogenating the resulting dimerizing effluent in the presence of chromium-free catalysts comprising predominantly copper as the hydrogenation component andc) purifying the crude 1,6-hexanediol obtained in this way by fractional distillation.

REFERENCES:
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Houbeu-Wegl, Methodeu de Organ. Chemie Baud IV ; 1980 Sateu 45-67 Iud Sateu 16-26.
Moseley, et al., Pentamethylcyclopentadienyl-rhodium and -iridium Halides. Part II. Reactions with Mono-, Di, and Tri-olefins; J. American. Chem. Soc., 1970, pp. 2875-2883.
M. Brookhart,et al., A Convenient Reagent for Generation and Stabilization of Cationic, Highly Electrophilic Organometallic Complexes: American Chemical Society:pp. 3920-3922, vol. 11, No. 11, 1992.
Brookhart, et al., Catalytic Tail-to-Tail Dimerization of Methyl Acrylate Using Rh(III) Catalysts; J. American Chemistry Society;1991, 113,pp. 2777-2779.

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