US 11,851,392 B2
Self-condensation of aldehydes
Robert Jacks Sharpe, Johnson City, TN (US); Scott Donald Barnicki, Kingsport, TN (US); Manik Lal Saha, Longview, TX (US); Kenneth Wayne Hampton, Jr., Gilmer, TX (US); Damon Ray Billodeaux, Longview, TX (US); and Robert Thomas Hembre, Johnson City, TN (US)
Assigned to Eastman Chemical Company, Kingsport, TN (US)
Appl. No. 17/290,901
Filed by EASTMAN CHEMICAL COMPANY, Kingsport, TN (US)
PCT Filed Oct. 31, 2019, PCT No. PCT/US2019/059034
§ 371(c)(1), (2) Date May 3, 2021,
PCT Pub. No. WO2020/101902, PCT Pub. Date May 22, 2020.
Claims priority of provisional application 62/760,128, filed on Nov. 13, 2018.
Prior Publication US 2021/0380508 A1, Dec. 9, 2021
Int. Cl. C07C 45/45 (2006.01); C07C 29/15 (2006.01); B01J 31/04 (2006.01)
CPC C07C 29/15 (2013.01) [B01J 31/04 (2013.01); C07C 45/45 (2013.01)] 16 Claims
 
1. A process for preparing an alkenal, comprising: 1) self-condensing an aliphatic aldehyde having at least 3 carbon atoms, in the presence of a catalyst comprising a dialkylammonium carboxylate salt, to produce the corresponding alkenal; and 2) washing said alkenal with dilute aqueous alkanoic acid to remove residual nitrogen from the product; wherein the residual nitrogen is about 1% or less nitrogen by CHN analysis.