Process for producing normal-octanol

C - Chemistry – Metallurgy – 07 – C

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C07C 31/125 (2006.01) C07C 29/04 (2006.01) C07C 29/17 (2006.01) C07C 29/46 (2006.01) C07C 29/80 (2006.01) C07C 29/82 (2006.01) C07C 29/86 (2006.01)

Patent

CA 1174246

Abstract of the Disclosure A process for producing n-octanol which comprises the steps of (i) reacting butadiene with water in a solution containing water, a carbonate and/or bicarbonate salt of a monodentate tertiary amine having a basicity constant (pKa) of not less than 7, and sul??lane in the proportions of 25-55 percent, 5-30 percent and 30-65 percent by weight based on the reaction mixture, respectively, in the presence of a palladium compound and a hydrophilic monodentate phosphine in an amount of at least 6 moles per gram atom of palladium, to form 2,7-octadien-1-ol; (ii) extracting 2,7-octadien-1-ol from at least part of the reaction mixture obtained in step (i) with a saturated aliphatic hydro- carbon, a monoolefinic hydrocarbon or an alicyclic hydrocarbon, and recycling the extraction residue to the 2,7-octadien-1-ol synthesis step (i); (iii) subjecting the extract layer containing 2,7-octadien-1-ol as obtained in step (ii) to distillation at a liquid phase temperature of not higher than about 100°C to distill off a large proportion of the extracting solvent therefrom, followed by distillation in the presence of water, whereby the extructing solvent remaining is distilled of e in the form of an azeotropic mixture with water, to obtain a distillation residue: (iv) recovering 2,7-octadien-1-ol from the distillation residue obtained in step (iii) by distillation (v) hydrogenating the 2,7-octadien-1-ol obtained in step (iv) in the presence of a hydrogenation catalyst to obtain n-octanol; and (vi) recovering n-octanol from the hydrogenation reaction mixture by distillation.

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