Process for preparing n-octadienol

Details Process for preparing n-octadienol Process for preparing n-octadienol

C - Chemistry, Metallurgy

07

C

260/631.6

C07C 33/02 (2006.01) B01J 31/24 (2006.01) C07C 29/04 (2006.01) C07C 29/46 (2006.01) C07C 29/86 (2006.01) C07C 43/15 (2006.01)

Patent

CA 1171100

Title of Invention Process for Preparing n-Octadienol Abstract of Disclosure A process for preparing n-octadienol comprising the steps of: i) reacting butadiene with water in an aqueous sulfolane solution having a water/sulfolane weight ratio in the range of 20/80 to 70/30 and containing carbonate and/or bicarbonate ions in the presence of (A) palladium or a palladium compound, (B) a monodentate phosphine of the formula: Image (I) [wherein R1 is an aliphatic, alicyclic or substituted or un- substituted aromatic hydrocarbon group having 1 to 8 carbon atoms; R2 is hydrogen, methyl, nitro, cyano, methoxy or halogen; n is 0 or 1, x is 0,1 or 2, and y and z are each 0,1, 2 or 3, with the proviso that y and z are not concurrently equal to 0 and that x + y + z = 3; A is Image , -C(CH3)2COOM, Image , a carbonate or bicarbonate of Image , or a carbonate or bicarbonate of Image , and B is -SO3M, -COOM, Image or a carbonate or bicarbonate of Image (where R3 and R4 are each methyl, ethyl or n-propyl and M is an alkali metal)] in an amount of at least 6 moles per gram atom of the palladium and (C) a monodentate tertiary amine having a basicity con- stant (pKa) of 7 or more in an amount of 1 to 50% by volume based on the sulfolane to form n-octadienol; ii) subjecting at least part of the reaction mixture obtained in Step i) to extraction with a saturated aliphatic hydrocarbon, a monoolefinic hydrocarbon or an alicyclic hydrocarbon; and iii) recycling at least part of the extraction residue obtained in Step ii) which contains the catalyst components to Step i).

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